Halogen-containing compounds, herbicidal composition containing the same as an active ingredient, and intermediary compounds therefor

ABSTRACT

A compounds represented by the formula ##STR1## wherein X represents a fluorine atom, 
     W represents an oxygen atom, sulfur atom or group --OCH 2  --, 
     Z 1  and Z  2  each represent a nitrogen atom or group CH, but when Z 1  is a nitrogen atom, Z 2  represents a nitrogen atom or group CH and when Z 1  is a group CH, Z 2  represents a nitrogen atom, 
     R 1  and R 2  each independently represent either a hydrogen atom, halogen atom or mono- or dilower alkyl-substituted amino, or a lower alkyl, lower alkoxy or lower alkylthio each of which may be substituted with a halogen atom, 
     R 3  and R 4  form together with the carbon atoms to which they bind respectively a 5- to 8-membered carbon ring.

BACKGROUND OF THE INVENTION

1. Field of the Invention

This invention relates to novel halogen-containing compounds, aherbicidal composition containing the same as an active ingredient andintermediary compounds therefor. More specifically, this inventionrelates to pyrimidine ring or triazine ring-containing halogenatedcarboxylic acid derivatives, a herbicidal composition, andhalogen-containing cycloalkanes useful as an intermediate therefor.

2. Description of the Prior Art

Alkanoic acids containing a pyrimidine ring or triazine ring, andherbicides containing the same as an effective ingredient are proposed,for example, in European Patent No. 346789-A and Japanese Laid-OpenPatent Publication No. 85262/90.

However, compounds disclosed in the above known literatures are stillnot sufficiently satisfying in the points of herbicidal spectrum, theamount of such a compound to be applied, selectivity, etc.

SUMMARY OF THE INVENTION AND DETAILED DESCRIPTION OF THE PREFERREDEMBODIMENTS OF THE INVENTION

Thus, the present inventors intensely studied for developing compoundshaving a broader herbicidal spectrum and a higher herbicidal effect thanthose of the compounds disclosed in the above known literatures, and asa result it was found that halogen-containing compounds wherein the(cyclo) alkanecarboxylic acid (or its derivative) part whose specificposition is halogenated and the pyrimidine ring part or triazine ringpart having a substituent at the specific position bind through anoxygen atom, sulfur atom or group --OCH₂ -- are novel, and that thesecompounds exhibit an excellent herbicidal activity on perennial weeds aswell as annual weeds and further exhibit high safety on some kinds ofcultivation crops.

Thus according to this invention, are provided halogen-containingcompounds represented by the following formula (I) and their salts.##STR2## wherein

X represents a halogen atom,

W represents an oxygen atom, sulfur atom or group --OCH₂ --,

Z¹ and Z ² each represent a nitrogen atom or group CH, but when Z¹ is anitrogen atom, Z² represents a nitrogen atom or group CH and when Z¹ isa group CH, Z² represents a nitrogen atom,

R¹ and R² each independently represent either a hydrogen atom, halogenatom or mono- or dilower alkyl-substituted amino, or a lower alkyl,lower alkoxy or lower alkylthio each of which may be substituted with ahalogen atom,

R³ and R⁴ each independently represent a hydrogen atom, halogen atom,hydroxycarbonyl, lower alkoxycarbonyl, lower alkyl, lower alkenyl, loweralkynyl, aryl or aralkyl, or R³ and R⁴ form together with the carbonatoms to which they bind respectively a 5- to 8-membered carbon ring orheterocycle and these rings may optionally be substituted with one orthe same or different two of hydroxy, lower alkyl, lower alkenyl,alkenyl, lower alkynyl, lower alkoxy, lower alkoxycarbonyl, carbonyl,lower alkylcarbonyloxy and a group=0, and may have unsaturated bond(s)therein,

R⁵ represents a hydrogen atom or lower alkyl group, or may form togetherwith part of R³ a double bond, A represents an oxygen atom, sulfur atomor group=N-B wherein B represents hydroxy or lower alkylcarbonyloxy, orlower alkoxy optionally substituted with hydroxycarbonyl or loweralkoxycarbonyl, and

Y either represents a hydrogen atom, a hydroxy, a mercapto, or

a lower alkoxy, lower alkenoxy, lower alkynoxy, lower alkylthio,aryloxy, aralkyloxy, arylthio, aralkylthio, lower cycloalkoxy, lowercycloalkenyloxy, pyridylthio, furylmethyloxy, furylthio or thienyloxyeach optionally substituted with a halogen atom, hydroxy, lower alkyl,lower alkoxy, lower alkylthio, lower alkoxycarbonyl, loweralkylcarbonyl, cyano, nitro or azido, or

an azido, a trilower alkyl-substituted silyloxy or an imidooxy.represents a group ##STR3## wherein

R⁶ and R⁷ each independently represent a hydrogen atom, lower alkyl,lower alkoxy, aryl or aralkyl, or R⁶ and R⁷ may form together with thecarbon atom to which they bind a lower cycloalkane ring, and

R⁸ and R⁹ each independently represent a hydrogen atom, a hydroxy, alower alkyl, a lower alkenyl, a lower alkynyl, a lower alkoxy, a loweralkylcarbonyloxy, a cyano, a lower alkylsulfonyl optionally substitutedwith a halogen atom, a lower alkyl substituted with loweralkoxycarbonyl, a lower alkyl substituted with hydroxycarbonyl, a loweralkoxy substituted with lower alkoxycarbonyl, a lower alkoxy substitutedwith hydroxycarbonyl, or

an aryl, aralkyl, aryloxy, aralkyloxy, arylcarbonyloxy, pyridyl,##STR4## (wherein Z³ represents an oxygen atom, group CH or sulfur atom,Z⁴ represents a nitrogen atom or group CH, Z¹ and Z² are as definedabove, and m represents an integer of 0 or 1) each optionallysubstituted with a halogen atom, hydroxy, lower alkyl, lower alkoxy,lower alkyl substituted with halogen atom(s), cyano, nitro, amino, mono-or diloweralkyl-substituted amino or lower alkoxycarbonyl, (wherein R¹⁰and R¹¹ each represent a hydrogen atom, a lower alkyl, a loweralkoxycarbonyl, a lower alkyl substituted with lower alkoxycarbonyl, alower alkyl substituted with hydroxycarbonyl, or an aryl, aralkyl,pyridyl or benzothiazolyl each optionally substituted with a halogenatom, lower alkyl, lower alkyl substituted with a halogen atom, loweralkoxy, cyano, amino or nitro)].

There are described below specific examples of the atom and groups inthe definition of X, R¹, R², R³, R⁴, R⁵, R⁶, R⁷, R⁸, R⁹, R¹⁰, R¹¹, A andY in the above general formula (I) of this invention.

Halogen atom

Fluorine, chlorine, bromine or iodine

Lower alkyl group

Lower alkyl group having 5 or less carbon atoms such as, for example, amethyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl sec-butyl,tert-butyl, n-pentyl, isopentyl, neopentyl or tert-pentyl group

Lower alkyl group substituted with halogen atom(s)

Lower alkyl group substituted with 1 to 3 halogen atoms such as, forexample, a monochloromethyl, a tricloromethyl trifluoromethyl group

Lower alkoxy group

Lower alkoxy group having 5 or less carbon atoms such as, for example, amethoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, isobutoxy, sec-butoxyor tertbutoxy group

Lower alkoxy group substituted with halogen atom(s)

Lower alkoxy group having 5 or less carbon atoms substituted with 1 to 3halogen atoms such as, for example, a difluoromethoxy, trifluoromethoxy,2-chloroethoxy, 2,2-dichloroethoxy, 2,2,2-trichloroethoxy,2-bromoethoxy, 2-fluoroethoxy, 2,2,2-trifluoroethoxy or 3-bromopropoxygroup

Lower alkylthio group

Lower alkylthio group having 5 or less carbon atoms such as, forexample, a methylthio, ethylthio, n-propylthio, isopropylthio,n-butylthio, sec-butylthio, isobutylthio or tert-butylthio group

Lower alkylthio group substituted with halogen atom(s)

Lower alkyl thio group having 5 or less carbon atoms substituted with 1to 3 halogen atoms such as a difluoromethylthio, trifluoromethylthio,2-chloroethylthio, 2,2-dichloroethylthio, 2,2,2-trichloroethylthio,2-bromoethylthio, 2-fluoroethylthio, 2,2,2-trifluoroethylthio or3-bromopropylthio group

Mono- or dilower alkyl-substituted amino group

Mono or dilower alkyl-substituted amino group whose alkyl part has 5 orless carbon atoms such as, for example, a methylamino, ethylamino,n-propylamino, isopropylamino, n-butylamino, sec-butylamino,isobutylamino, tert-butylamino, dimethylamino, diethylamino,di-n-propylamino, diisopropylamino, ethylmethylamino ormethylpropylamino group

Lower alkylcarbonyloxy group

Carbonyloxy group to which a lower alkyl group having 5 or less carbonatoms binds such as, for example, a methylcarbonyloxy, ethylcarbonyloxy,n-propylcarbonyloxy, isopropylcarbonyloxy, n-butylcarbonyloxy,isobutylcarbonyloxy, sec-butylcarbonyloxy or tertbutylcarbonyloxy group

Lower alkoxy group substituted with a lower alkoxycarbonyl group

Lower alkoxy group having 5 or less carbon atoms substituted with acarbonyl group to which a lower alkoxy group having 5 or less carbonatoms bind such as, for example, a methoxycarbonylmethoxy,ethoxycarbonylmethoxy, n-propoxycarbonylmethoxy,isopropoxycarbonylmethoxy, n-butoxycarbonylmethoxy,isobutoxycarbonylmethoxy, sec-butoxycarbonylmethoxy,tert-butoxycarbonylmethoxy, 1-methoxycarbonyl-ethoxy,1-ethoxycarbonylethoxy, 1-n-propoxycarbonyl-ethoxy,1-isopropoxycarbonylethoxy, 1-n-butoxycarbonyl-ethoxy,1-isobutoxycarbonylethoxy, 1-sec-butoxycarbonyl-ethoxy or1-tert-butoxycarbonyl-ethoxy group

Lower alkoxy group substituted with hydroxy

Lower alkoxy group having 5 or less carbon atoms substituted with ahydroxyl group such as, for example, a 2-hydroxyethoxy,2-hydroxypropoxy, 3-hydroxypropoxy, 2-hydroxybutoxy, 3-hydroxybutoxy or4-hydroxybutoxy group

Lower alkoxy group substituted with a hydroxycarbonyl group

Lower alkoxy group having 5 or less carbon atoms substituted with ahydroxycarbonyl group such as, for example, a hydroxycarbonylmethoxy or1-hydroxycarbonyl-ethoxy group

Lower alkoxycarbonyl group

Lower alkoxycarbonyl group whose alkyl part has 5 or less carbon atomssuch as, for example, a methoxycarbonyl, ethoxycarbonyl,n-propoxycarbonyl, isopropoxycarbonyl, sec-butoxycarbonyl ortert-butoxycarbonyl group

Lower alkenyl group

Lower alkenyl group having 5 or less carbon atoms such as, for example,an allyl, 2-methyl-2-propenyl, 2-butenyl, 3-butenyl or3-methyl-2-butenyl group

Lower alkynyl group

Lower alkynyl group having 5 or less carbon atoms such as, for example,a 2-propynyl, 2-butynyl or 3-butynyl group

Lower alkylcarbonyl group

Lower alkylcarbonyl group whose alkyl part has or less carbon atoms suchas, for example, a methylcarbonyl, ethylcarbonyl, n-propylcarbonyl,isopropylcarbonyl, n-butylcarbonyl, isobutylcarbonyl, secbutylcarbonylor tert-butylcarbonyl group

Optionally substituted aryl group

Optionally substituted aryl group such as, for example, a phenyl,2-methylphenyl, 3-methylphenyl, 4-methylphenyl, 2-chlorophenyl,3-chlorophenyl, 4-chlorophenyl, 2-bromophenyl, 3-bromophenyl,4-bromophenyl, 2-fluorophenyl, 3-fluorophenyl, 4-fluorophenyl,2-nitrophenyl, 3-nitrophenyl, 4-nitrophenyl, 2-methoxyphenyl,3-methoxyphenyl, 4-methoxyphenyl, 2-trifluoromethylphenyl,3-trifluoromethylphenyl, 4-trifluoromethylphenyl, 2-aminophenyl,3-aminophenyl, 4-aminophenyl, 2-hydroxyphenyl, 3-hydroxyphenyl,2,3-dimethylphenyl, 2,4-dimethylphenyl, 2,5-dimethylphenyl,2,6-dimethylphenyl, 3,4-dimethylphenyl, 3,5-dimethylphenyl,2,3-dichlorophenyl, 2,4-dichlorophenyl, 2,5-dichlorophenyl,2,6-dichlorophenyl, 3,4-dichlorophenyl, 3,5-dichlorophenyl,2,4-dinitrophenyl, 2,6-dinitrophenyl, 3,4-dinitrophenyl,3,5-dinitrophenyl, 2,3,5-trichlorophenyl, 2,4,6-trichlorophenyl,1-naphthyl or 2-naphthyl group

Optionally substituted aralkyl group

Optionally substituted aralkyl group such as, for example, a benzyl,2-bromobenzyl, 3-bromobenzyl, 4-bromobenzyl, 2-chlorobenzyl,3-chlorobenzyl, 4-chlorobenzyl, 2-fluorobenzyl, 3-fluorobenzyl,4-fluorobenzyl, 2-methoxybenzyl, 3-methoxybenzyl, 4-methoxybenzyl,2-methylbenzyl, 3-methylbenzyl, 4-methylbenzyl, 2-nitrobenzyl,3-nitrobenzyl or 4-nitrobenzyl group

Lower alkenyloxy group

Lower alkenyloxy group having 5 or less carbon atoms such as, forexample, a vinyloxy, allyloxy, 3-butenyloxy, 1-methyl-2-propenoxy or2-methyl-2-propenyloxy group

Lower alkynyloxy group

Lower alkynyloxy group having 5 or less carbon atoms such as, forexample, a 2-propynyloxy, 1-methyl-2-propynyloxy, 2-butynyloxy or3-butynyloxy group

Optionally substituted aryloxy group

Optionally substituted aryloxy group such as, for example, a phenoxy,naphthoxy, 2-bromophenoxy, 3-chlorophenoxy, 4-chlorophenoxy,2-methylphenoxy, 3-bromophenoxy, 4-bromophenoxy, 2-chlorophenoxy,3-methylphenoxy, 4-methylphenoxy, 2-methoxyphenoxy, 3-methoxyphenoxy,4-methoxyphenoxy, 2-nitrophenoxy, 3-nitrophenoxy of 4-nitrophenoxy group

Optionally substituted aralkyloxy group

Optionally substituted aralkyloxy group such as, for example, abenzyloxy, 2-bromobenzyloxy, 3-bromobenzyloxy, 4-bromobenzyloxy,2-chlorobenzyloxy, 3-chlorobenzyloxy, 4-chlorobenzyloxy,2-fluorobenzyloxy, 3-fluorobenzyloxy, 4-fluorobenzyloxy,2-methoxybenzyloxy, 3-methoxybenzyloxy, 4-methoxybenzyloxy,2-methylbenzyloxy, 3-methylbenzyloxy, 4-methylbenzyloxy,2-nitrobenzyloxy, 3-nitrobenzyloxy, 4-nitrobenzyloxy,2,4-dinitrobenzyloxy, 3,4-dinitrobenzyloxy,3,5-dinitrobenzyloxy or2,4,6-trimethylbenzyloxy group

Optionally substituted arylthio group

Optionally substituted arylthio group such as, for example a phenylthio,2-bromophenylthio, 3-bromophenylthio, 4-bromophenylthio,2-chlorophenylthio, 3-chlorophenylthio, 4-chlorophenylthio,4-fluorophenylthio, 2-methoxyphenylthio, 3-methoxyphenylthio,4-methoxyphenylthio, 4-methylphenylthio or 4-nitrophenylthio group

Optionally substituted aralkylthio group

Optionally substituted aralkyl thio group such as, for example, abenzylthio, 2-, 3- or 4-bromobenzylthio, 2-,3- or 4-chlorobenzylthio,2-, 3- or 4-fluorobenzylthio, 2-, 3- or 4-methoxybenzylthio, 2-, 3- or4-methylbenzylthio, or 3- or 4-nitrobenzylthio group

Optionally substituted pyridylthio group

Optionally substituted pyridylthio group such as, for example, apyridyl-2-thio or 5-nitropyridyl2-thio

Lower cycloalkoxy group

For example, a cyclopropyloxy, cyclobutoxy, cyclopentyloxy orcyclohexyloxy group

Lower cycloalkenyloxy group

For example, a 2-cyclopentenyloxy, 2-cyclohexenyloxy or3-cyclohexenyloxy group

Furylmethyloxy group

For example, a 2-furylmethyloxy or 3-furylmethyloxy group

Furylmethylthio group

For example, a 2-furylmethylthio or 3-furylmethylthio group

Thienylmethyloxy group

For example, a 2-thienylmethyloxy or 3-thienylmethyloxy group

Lower alkylsulfonyl group optionally substituted with halogen atom(S)

Lower alkylsulfonyl group having 5 or less carbon atoms optionallysubstituted with 1 to 3 halogen atoms such as, for example, amethanesulfonyl, ethanesulfonyl, 1-propanesulfonyl, 2-propanesulfonyl,1-butanesulfonyl, trichloromethanesulfonyl, trifluoromethanesulfonyl or2,2,2-trifluoromethanesulfonyl group

5- to 8- membered carbon ring or heterocycle ring optionally containinghetero atom(s)

Carbon ring or heterocycle ring such as, for example a cyclopentanering, cyclohexane ring, cycloheptane ring, cyclooctane ring,cyclopentene ring, cyclohexene ring, cyclooctane ring, tetrahydrofuranring, tetrahydropyran ring, thiolane ring, thiane ring, pyrrolidine orpiperidine ring

Optionally substituted arylcarbonyloxy group

Optionally substituted arylcarbonyloxy group such as, for example, aphenylcarbonyloxy, 2-chlorophenylcarbonyloxy, 3-chlorophenylcarbonyloxy,4-chlorophenylcarbonyloxy, 2-trifluoromethylphenylcarbonyloxy,3-trifluoromethylphenylcarbonyloxy, 4-trifluoromethylphenylcarbonyloxy,2,4-dichlorophenylcarbonyloxy, 2,6-dichlorophenylcarbonyloxy,3,4-dichlorophenylcarbonyloxy, 3,5-dichlorophenylcarbonyloxy or2,4-dichloro-3-methylphenylcarbonyloxy group

Optionally substituted benzothiazolyl group

Optionally substituted benzothiazonyl group such as, for example, abenzothiazol-2-yl or 6-nitrobenzothiazol-2-yl group

Groups not specifically mentioned as examples of the above groups can beselected by optioned combination based on the above atoms and groups oraccording to the common sense of this field.

When Y in the above formula (I) of the invention is a hydroxyl group,its salts are included in the compounds of the invention. Preferably,its salts are usually agriculturally acceptable salts, and examplesthereof are alkali metal, ammonium and lower alkylammonium salts such assodium, potassium, ammonium, isopropylammonium, triethylammonium salts.

One of the characteristics of the halogen-containing compounds of thisinvention is that X in the formula (I) is a halogen atom. Due to thefact that X is a halogen atom, the compounds of the invention have astronger herbicidal activity than the compounds wherein X is a hydrogenatom.

Although X in the formula (I) represents a fluorine atom, chlorine atom,bromine atom or iodine atom, X is preferably a fluorine atom or chlorineatom, most preferably a fluorine atom.

Another characteristic of the compounds of the invention is that thecompounds have a group ##STR5## This group can specifically beclassified into the following three groups: ##STR6## Among these threegroups, preferred are ##STR7## and particularly preferred is ##STR8##

Atoms or groups preferred as R¹ and R² in the above three groups varydepending on whether the skeleton is pyrimidine or tryazine. Namely incase of ##STR9## it is preferred that either both R¹ and R² are loweralkoxy, R¹ is lower alkoxy and R² is a halogen atom, or R¹ is a halogenatom and R² is lower alkoxy. In case of ##STR10## it is preferred thatboth R¹ and R² are lower alkoxy. Further, in case of ##STR11## it ispreferred that R¹ is lower alkylthio and R² is a halogen atomparticularly a chlorine atom.

Preferred as the compounds of the invention are those wherein R³ and R⁴in the formula (I) are each independently lower alkyl, lower alkenyl,lower alkynyl or aralkyl, or R³ and R⁴ combine to form a cyclopentanering or cyclohexane ring. Further, it is preferred that A in the generalformula (I) is an oxygen atom or sulfur atom rather than a group=N-B.

Further, it is preferred that W is an oxygen atom or sulfur atom amongan oxygen atom, sulfur atom and group --OCH₂ --, and an oxygen atom isparticularly preferred.

It is most preferred that R⁵ is a hydrogen atom.

Further, Y is preferably hydroxy, mercapto, lower alkoxy, loweralkenyloxy, lower alkynyloxy, a group ##STR12## (wherein R⁶ and R⁷ areas defined in the formula (I)) or a group ##STR13## (wherein either R⁸and R⁹ is a hydrogen atom), particularly preferably hydroxy, loweralkoxy, lower alkenyloxy, lower alkynyloxy or a group ##STR14## (whereinR⁶ and R⁷ are as defined in the formula (I)),

Preferred examples of the halogen-containing compounds of the inventionrepresented by the formula (I) are set forth in the following (1) to(6).

(1) Halogen-containing compounds represented by the following formula(I)-i ##STR15## wherein R¹, R², R³, R⁴, X, Y and W are as defined in thegeneral formula (I)

(2) Halogen-containing compounds represented by the following (I)-ii##STR16## wherein R¹, R², R³, R⁴, X, Y and W are as defined in theformula (I)

(3) Halogen-containing compounds represented by the following generalformula (I)-iii ##STR17## wherein R¹, R², R³, R⁴, X, Y and W are asdefined in the formula (I)

(4) Halogen-containing compounds represented by the following generalformula (I)-iv ##STR18## wherein R¹, R², Z¹, Z², X, Y and W are asdefined in the general formula (I), and R^(3') and R^(4') form togetherwith the carbon atoms to which they bind a 5- to 8-membered carbon ringor heterocycle optionally containing hetero atom(s), and these rings mayoptionally be substituted with one or the same or different two ofhydroxy, lower alkyl, lower alkylthio, lower alkanyl, lower alkynyl,lower alkoxy, lower alkoxycarbonyl, lower alkylcarbonyloxy and a group=0

(5) Halogen-containing compounds represented by the following formula(I)-v ##STR19## wherein R¹, R², Z¹, Z², X, Y and W are as defined in theformula (I), and n represents 0, 1, 2 or 3

(6) Halogen-containing compounds represented by the following formula(I)-vi ##STR20## wherein R¹, R², Y and W are as defined in the formula(I), and R^(3") and R^(4") each independently represent a hydrogen atom,halogen atom, hydroxycarbonyl, lower alkoxycarbonyl, lower alkyl, loweralkenyl, lower alkynyl, aryl or aralkyl.

In the compounds of the formula (I)-vi, it is preferred that R^(3") andR^(4") are each independently a lower alkyl, lower alkenyl, loweralkynyl or aralkyl.

According to the researches by the present inventors, it was found thathalogen-containing compounds represented by the above general formula(I) are novel and have a strong herbicidal activity on many kinds ofweeds.

Thus according to this invention is provided a herbicidal compositionwhich comprises a halogen-containing compound represented by the formula(I) as an active ingredient and agriculturally and horticulturallyacceptable diluent(s) or carrier(s).

Further according to this invention is provided a method forexterminating weeds or preventing the generation or growth of weeds.

The herbicide composition and its application method of the inventionare detailedly described later.

According to the investigation by the present inventors, it was revealedthat the halogen-containing cyclic compounds of the following formula(II) are novel which can become part of the synthetic intermediates ofthe halogen-containing compounds of this invention having a herbicidalactivity. These halogen-containing cyclic compounds (II) are encompassedin the invention, too.

Namely, according to this invention are provided halogen-containingcyclic compounds represented by the following formula (II) ##STR21##wherein

X, A and Y are as defined in the formula (I),

W' represents an oxygen atom or sulfur atom,

R^(3') and R^(4') form together with the carbon atoms to which they bindrespectively a 5- to 8-membered carbon ring or heterocyclic ringoptionally containing hetero atom(s), and these rings may optionally besubstituted with one or the same or different two of hydroxy, loweralkyl, lower alkenyl, lower alkynyl, lower alkoxy, lower alkoxycarbonyl,lower alkylcarbonyloxy and a group=0, and may unsaturated bond(s)therein,

R⁵ represents a hydrogen atom or lower alkyl group, or R⁵ may formtogether with part of R³ a double bond, and

V represents a hydrogen atom, a lower alkyl, a lower alkylcarbonyl, alower alkylsulfonyl or an aralkyl, arylcarbonyl or arylsulfonyl eachoptionally substituted with a halogen atom, hydroxy, nitro, cyano, loweralkyl, lower alkoxy, halogen-substituted lower alkyl,halogen-substituted lower alkoxy, amino, or mono- or diloweralkyl-substituted amino.

The halogen-containing cyclic compounds of the invention represented bythe formula (II) have their characteristics in that they have a halogenatom as X and R^(3') and R^(4') may form together with the carbon atomsto which they bind a 5- to 8-membered carbon ring or heterocycleoptionally containing hetero atom(s).

In the formula (II) X is a fluorine atom, chlorine atom, bromine atom oriodine atom, preferably a fluorine atom or chlorine atom, particularlypreferably a fluorine atom.

Specific examples of the 5- to 8-membered carbon ring or heterocyclewhich R^(3') and R^(4') combine to form are a cyclopentane ring, acyclohexane ring, a cycloheptane ring, a cyclooctane ring, acyclopentene ring, a cyclohexene ring, cycloheptene ring, a cyclooctenering, a tetrahydrofuran ring, a tetrahydropyran ring a thiolane ring, athiane ring, a pyrrolidine ring, a piperidine ring, etc., but thecyclopentane ring and cyclohexane ring are particularly preferred amongthem.

Further in the formula (II), A, Y and R⁵ are as defined in the formula(I), and the abovementioned preferred ones in the general formula (I)are likewise preferred.

Further in the formula (II) W' is an oxygen atom or sulfur atom and anoxygen atom is preferred.

Further in the formula (II) V is a hydrogen atom, lower alkyl, loweralkylcarbonyl, lower alkyl-sulfonyl aralkyl, arylcarbonyl orarylsulfonyl. The aromatic nucleus of the aralkyl, arylcarbonyl, andarylsulfonyl among them may optionally be substituted with at least oneof halogen atom(s), hydroxy, nitro, cyano, lower alkyl, lower alkoxy,halogen-substituted lower alkyl, halogen-substituted lower alkoxy, aminoand mono- or dilower alkyl-substituted amino. Preferred as V are ahydrogen atom, aralkyl and arylcarbonyl.

Preferred examples of the compounds of the invention represented by theformula (II) include halogen-containing cyclic compounds represented bythe following formula (II)-1 ##STR22## wherein X, Y, W' and V are asdefined in the formula (II), and n represents 0, 1, 2 or 3, preferably 0or 1.

The compound of this invention may exist a number of differentstereoisomeric forms according to a number of asymmetric carbon(s). Forexample, when two carbon atoms to which R³ and R⁴ bind respectively areboth the asymmetric carbons, the compound of this invention may includefour stereoisomeric forms (cisform, trans-form erythro-form orthreo-form) about its two asynmetric carbons. And, further, theseisomers may include a dextrorotatory, levorotatory or racemie form.

It should be understood the compound of this invention encompasses allthese stereoisomers.

Specific compounds included in the halogen-containing compounds of theinvention represented by the formula (I) are examplified in Tables 1 to7. NMR analysis values and/or physical data measured on some of thehalogen-containing compounds are shown in Tables 8 to 13.

Specific compounds included in the halogen-containing cyclic compoundsof the invention represented by the formula (II) are examplified inTables 14 to 15. NMR analysis value and/or physical data measured onsome of the halogen-containing cyclic compounds are shown in Table 16.

The meanings of the abbreviations in Tables 1 to 7 and Tables 14 to 15are as follows.

Ph means a phenyl group.

Ph in Ph-2Cl, Ph-2-OCH₃, Ph-2NO₂, Ph-2-OC₂ H₅ Ph-2CF₃, Ph-3Cl,Ph-3-OCH₃, Ph-3NO₂, Ph-3-OC₂ H₅, Ph-3CF₃, Ph-4Cl, Ph-4-OCH , Ph-4NO₂,Ph-4-OC₂ H₅, Ph-4CF₃, Ph-2Br, Ph-2CH₃, Ph-3Br, Ph-3CH₃, Ph-4Br, Ph-4CH₃,etc. means a phenyl group, the figure part in the "2Cl" etc. followingPh means the substitution position on the phenyl ring, and Cl, OCH₃,NO₂, OC₂ H₅, CF₃, Br, CH₃, etc. mean substituents at the substitionposition.

Ph-2,4-DiCl means a 2,4-dichlorophenyl group, Ph-2,6-DiCl means a2,6-dichlorophenyl group, Ph-3,4-DiCl means a 3,4-dichlorophenyl groupand Ph-3,5-DiCl means a 3,5-dichlorophenyl group.

Ph-2,4 DiCl-3CH₃ means a 2,4-dichloro-3-methylphenyl group.

Succinimidyl means a 2,5-dioxo-1-pyrrolidinyl group.

O--N═C(--(C₂ H₅)₅ --) means a group ##STR23## and C(--(C₂ H₅ --) means acyclohexyl group.

The 2-thiadiazolyl of NH-2-thiadiazolyl means a 1,3,4-thiadiazol-2-ylgroup and the 2-thiadiazolvl-5-CF₃ in NH-2-thiadiazolyl-5-CF₃ means a5-trifluoromethyl1,3,4-thiadiazol-2-yl group

Cis, trans, erythro or threo means relative configuration about twosubstituents located at two adjacent asymmetric carbons of thecorresponding compound.

Rac, + or - means racemic, dextrorotatory or levorotatory formrespectively.

Mixture means mixture of racemic storeoisomers.

Further, the expressions such as axial methyl group, equatorial methylgroup and equatorial t-butyl group in the compound Nos. 1276a to 1295ain Table 8 mean the orientation of each alkyl group when these alkylgroups exist on the ring of the respective compounds. ##STR24##

    TABLE 3       Compound        No. R.sup.3      R.sup.4 W Y Q R.sup.1 R.sup.2 Remarks     3001 (CH.sub.2).sub.3 O H     Q.sub.2 OCH.sub.3 OCH.sub.3  3002 (CH.sub.2).sub.3 O OH Q.sub.2 OCH.sub.3      OCH.sub.3 3003a (CH.sub.2).sub.3 O OCH.sub.3 Q.sub.2 O CH.sub.3     OCH.sub.3 cis 3003b (CH.sub.2).sub.3 O OCH.sub.3 Q.sub.2 OCH.sub.3     OCH.sub.3 trans 3004 (CH.sub.2).sub.3 O OC.sub.2 H.sub.5 Q.sub.2     OCH.sub.3 OCH.sub.3 3005 (CH.sub.2).sub.3 O O-n-C.sub.3 H.sub.7 Q.sub.2  C     OH.sub.3 OCH.sub.3 3006 (CH.sub.2).sub.3 O O-i-C.sub.3 H.sub.7 Q.sub.2     OCH.sub.3 OCH.sub.3 3007 (CH.sub.2).sub.3 O O-n-C.sub.4 H.sub.9 Q.sub.2  C     OH.sub.3 OCH.sub.3 3008 (CH.sub.2).sub.3 O O-i-C.sub.4 H.sub.9 Q.sub.2     OCH.sub.3 OCH.sub.3 3009 (CH.sub.2).sub.3 O O-s-C.sub.4 H.sub.9 Q.sub.2  C     OH.sub.3 OCH.sub.3 3010 (CH.sub.2).sub.3 O O-t-C.sub.4 H.sub.9 Q.sub.2     OCH.sub.3 OCH.sub.3 3011 (CH.sub.2).sub.3 O O(CH.sub.2).sub.2Cl Q.sub.2  C     OH.sub.3 OCH.sub.3 3012 (CH.sub.2).sub.3 O OCH.sub.2 SCH.sub.3 Q.sub.2     OCH.sub.3 OCH.sub.3 3013 (CH.sub.2).sub.3 O OCH.sub.2Ph Q.sub.2 OCH.sub.3      OCH.sub.3 3014 (CH.sub.2).sub.3 O OPh Q.sub.2 OCH.sub.3 OCH.sub.3 3015     (CH.sub.2).sub.3 O OPh-2Cl Q.sub.2 OCH.sub.3 OCH.sub.3 3016 (CH.sub.2).su     b.3 O OCH.sub.2CHCH.sub.2 Q.sub.2 OCH.sub.3 OCH.sub.3 3017 (CH.sub.2).sub     .3 O OCH.sub.2CCH Q.sub.2 OCH.sub.3 OCH.sub.3 3018 (CH.sub.2).sub.3 O     OCH.sub.2OC.sub.2      H.sub.5 Q.sub.2 OCH.sub.3 OCH.sub.3 3019 (CH.sub.2).sub.3 O H Q.sub.2     Cl OCH.sub.3 3020 (CH.sub.2).sub.3 O OH Q.sub.2 Cl OCH.sub.3 3021     (CH.sub.2).sub.3 O OCH.sub.3 Q.sub.2 Cl OCH.sub.3 3022 (CH.sub.2).sub.3     O OC.sub. 2 H.sub.5 Q.sub.2 Cl OCH.sub.3 3023 (CH.sub.2).sub.3 O     O-n-C.sub.3 H.sub.7 Q.sub.2 Cl OCH.sub.3 3024 (CH.sub.2).sub.3 O     O-i-C.sub.3 H.sub.7 Q.sub.2 Cl OCH.sub.3 3025 (CH.sub.2).sub.3 O     O-n-C.sub.4 H.sub.9 Q.sub.2 Cl OCH.sub.3 3026 (CH.sub.2).sub.3 O     O-i-C.sub.4 H.sub.9 Q.sub.2 Cl OCH.sub.3 3027 (CH.sub.2).sub.3 O     O-s-C.sub.4 H.sub.9 Q.sub.2 Cl OCH.sub.3 3028 (CH.sub.2).sub.3 O     O-t-C.sub.4 H.sub.9 Q.sub.2 Cl OCH.sub.3 3029 (CH.sub.2).sub.3 O     O(CH.sub.2).sub.2Cl Q.sub.2 Cl OCH.sub.3 3030 (CH.sub.2).sub.3 O     OCH.sub.2SCH.sub.3 Q.sub.2 Cl OCH.sub.3 3031 (CH.sub.2).sub.3 O OCH.sub.2P     h Q.sub.2 Cl OCH.sub.3 3032 (CH.sub.2).sub.3 O OPh Q.sub.2 Cl OCH.sub.3     3033 (CH.sub.2).sub.3 O O Ph-2Cl Q.sub.2 Cl OCH.sub.3 3034 (CH.sub.2).sub     .3 O OCH.sub.2CHCH.sub.2 Q.sub.2 Cl OCH.sub.3 3035 (CH.sub.2).sub.3 O     OCH.sub.2CCH Q.sub.2 Cl OCH.sub.3 3036 (CH.sub.2).sub.3 O OCH.sub.2OC.sub     .2 H.sub.5 Q.sub.2 Cl OCH.sub.3 3037 (CH.sub.2).sub.3 O H Q.sub.2     OCH.sub.3 OC.sub.2 H.sub.5 3038 (CH.sub.2).sub.3 O OH Q.sub.2 OCH.sub.3  C     O.sub.2 H.sub.5 3039 (CH.sub.2).sub.3 O OCH.sub.3 Q.sub.2 OCH.sub.3     OC.sub.2 H.sub.5 3040 (CH.sub.2).sub.3 O OC.sub.2 H.sub.5 Q.sub.2     OCH.sub.3 OC.sub.2 H.sub.5 3041 (CH.sub.2).sub.3 O O-n-C.sub.3 H.sub.7     Q.sub.2 OCH.sub.3 OC.sub.2 H.sub.5 3042 (CH.sub.2).sub.3 O O-i-C.sub.3     H.sub.7 Q.sub.2 OCH.sub.3 OC.sub. 2 H.sub.5 3043 (CH.sub.2).sub.3 O     O-n-C.sub.4 H.sub.9 Q.sub.2 OCH.sub.3 OC.sub.2      H.sub.5 3044 (CH.sub.2).sub.3 O O-i-C.sub.4 H.sub.9 Q.sub.2 OCH.sub.3     OC.sub.2 H.sub.5 3045 (CH.sub.2).sub.3 O O-s-C.sub.4 H.sub.9 Q.sub.2     OCH.sub.3 OC.sub.2 H.sub.5 3046 (CH.sub.2).sub.3 O O-t-C.sub.4 H.sub.9     Q.sub.2 OCH.sub.3 OC.sub.2      H.sub.5 3047 (CH.sub.2).sub.3 O O(CH.sub.2).sub.2Cl Q.sub.2 OCH.sub.3     OC.sub.2 H.sub.5 3048 (CH.sub.2).sub.3 O OCH.sub.2SCH.sub.3 Q.sub.2     OCH.sub.3 OC.sub.2 H.sub.5 3049 (CH.sub.2).sub.3 O OCH.sub.2Ph Q.sub.2     OCH.sub.3 OC.sub.2 H.sub.5 3050 (CH.sub.2).sub.3 O OPh Q.sub.2 OCH.sub.3     OC.sub.2 H.sub.5 3051 (CH.sub.2).sub.3 O OPh-2Cl Q.sub.2 OCH.sub.3     OC.sub.2 H.sub. 5 3052 (CH.sub.2).sub.3 O OCH.sub.2CHCH.sub.2 Q.sub.2     OCH.sub.3 OC.sub.2 H.sub.5 3053 (CH.sub.2).sub.3 O OCH.sub.2CCH Q.sub.2  C     OH.sub.3 OC.sub.2 H.sub.5 3054 (CH.sub.2).sub.3 O OCH.sub.2OC.sub.2     H.sub.5 Q.sub.2 OCH.sub.3 OC.sub.2 H.sub.5 3055 (CH.sub.2).sub.3 O H     Q.sub.2 OC.sub.2 H.sub.5 OC.sub.2 H.sub.5 3056 (CH.sub.2).sub.3 O OH     Q.sub.2 OC.sub.2 H.sub.5 OC.sub.2 H.sub.5 3057 (CH.sub.2).sub.3 O     OCH.sub.3 Q.sub.2 OC.sub.2 H.sub.5 OC.sub.2      H.sub.5 3058 (CH.sub.2).sub.3 O OC.sub.2 H.sub.5 Q.sub.2 OC.sub.2     H.sub.5 OC.sub.2 H.sub.5 3059 (CH.sub.2).sub.3 O O-n-C.sub.3 H.sub.7     Q.sub.2 OC.sub.2 H.sub.5 OC.sub.2 H.sub.5 3060 (CH.sub. 2).sub.3 O     O-i-C.sub.3 H.sub.7 Q.sub.2 OC.sub.2 H.sub.5 OC.sub.2 H.sub.5 3061     (CH.sub.2).sub.3 O O-n-C.sub.4 H.sub.9 Q.sub.2 OC.sub.2 H.sub.5 OC.sub.2     H.sub.5 3062 (CH.sub.2).sub.3 O O-i-C.sub.4 H.sub.9 Q.sub.2 OC.sub.2     H.sub.5 OC.sub.2 H.sub.5 3063 (CH.sub.2).sub.3 O O-s-C.sub.4 H.sub.9     Q.sub.2 OC.sub.2 H.sub.5 OC.sub.2 H.sub.5 3064 (CH.sub.2).sub.3 O     O-t-C.sub.4 H.sub.9 Q.sub.2 OC.sub.2 H.sub.5 OC.sub.2 H.sub.5 3065     (CH.sub.2).sub.3 O O(CH.sub.2).sub.2Cl Q.sub.2 OC.sub.2 H.sub.5 OC.sub.2     H.sub.5 3066 (CH.sub.2).sub.3 O OCH.sub.2SCH.sub.3 Q.sub.2 OC.sub.2     H.sub.5 OC.sub.2 H.sub.5 3067 (CH.sub.2).sub.3 O OCH.sub.2Ph Q.sub.2     OC.sub.2 H.sub.5 OC.sub.2 H.sub.5 3068 (CH.sub.2).sub.3 O OPh Q.sub.2     OC.sub.2 H.sub.5 OC.sub.2 H.sub.5 3069 (CH.sub.2).sub.3 O OPh-2Cl     Q.sub.2 OC.sub.2 H.sub.5 OC.sub.2 H.sub.5 3070 (CH.sub.2).sub.3 O     OCH.sub.2CHCH.sub.2 Q.sub.2 OC.sub.2 H.sub.5 OC.sub.2 H.sub.5 3071     (CH.sub.2).sub.3 O OCH.sub.2CCH Q.sub.2 OC.sub.2 H.sub.5 OC.sub.2     H.sub.5 3072 (CH.sub.2).sub.3 O OCH.sub.2OC.sub.2 H.sub.5 Q.sub.2     OC.sub.2 H.sub.5 OC.sub.2 H.sub.5 3073 (CH.sub.2).sub.3 O OCH.sub.2CCH     Q.sub.2 OCH.sub.3 OC.sub.2      H.sub.5 3074 (CH.sub.2).sub.3 O OCH.sub.2OC.sub.2 H.sub.5 Q.sub.2     OCH.sub.3 OC.sub.2 H.sub.5 3075 (CH.sub.2).sub.3 O H Q.sub.3 SCH.sub.3     Cl 3076  (CH.sub.2).sub.3 O OH Q.sub.3 SCH.sub.3 Cl 3077a (CH.sub.2).sub.     3 O OCH.sub.3 Q.sub.3 SCH.sub.3 Cl cis 3077b (CH.sub.2).sub.3 O OCH.sub.3      Q.sub.3 SCH.sub.3 Cl trans 3078 (CH.sub.2).sub.3 O OC.sub.2 H.sub.5     Q.sub.3 SCH.sub.3 Cl 3079 (CH.sub.2).sub.3 O O-n-C.sub.3 H.sub.7 Q.sub.3     SCH.sub.3 Cl 3080 (CH.sub.2).sub.3 O O-i-C.sub.3 H.sub.7 Q.sub.3     SCH.sub.3 Cl 3081 (CH.sub.2).sub.3 O O-n-C.sub.4 H.sub.9 Q.sub.3     SCH.sub.3 Cl 3082 (CH.sub.2).sub.3 O O-i-C.sub.4 H.sub.9 Q.sub.3     SCH.sub.3 Cl 3083 (CH.sub.2).sub.3 O O-s-C.sub.4 H.sub.9 Q.sub.3     SCH.sub.3 Cl 3084 (CH.sub.2).sub.3 O O-t-C.sub.4 H.sub.9 Q.sub.3     SCH.sub.3 Cl 3085 (CH.sub.2).sub.3 O O(CH.sub.2).sub.2Cl Q.sub.3     SCH.sub.3 Cl 3086 (CH.sub.2 ).sub.3 O OCH.sub.2SCH.sub.3 Q.sub.3     SCH.sub.3 Cl 3087 (CH.sub.2).sub.3 O OCH.sub.2Ph Q.sub.3 SCH.sub.3 Cl     3088 (CH.sub.2).sub.3 O OPh Q.sub.3 SCH.sub.3 Cl 3089 (CH.sub.2).sub.3 O     OPh-2Cl Q.sub.3 SCH.sub.3 Cl 3090 (CH.sub.2).sub.3 O OCH.sub.2CHCH.sub.2     Q.sub.3 SCH.sub.3 Cl 3091 (CH.sub.2).sub.3 O OCH.sub.2CCH Q.sub.3     SCH.sub.3 Cl 3092 (CH.sub.2).sub.3 O OCH.sub.2OC.sub.2 H.sub.5 Q.sub.3     SCH.sub.3 Cl 3093 (CH.sub.2).sub.3 O H Q.sub.3 SCH.sub.3 OCH.sub.3 3094a (     CH.sub.2).sub.3 O OH Q.sub.3 SCH.sub.3 OCH.sub.3 cis 3094b (CH.sub.2).sub     .3 O OH Q.sub.3 SCH.sub.3 OCH.sub.3 trans 3095a (CH.sub.2).sub.3 O     OC.sub.2 H.sub.5 Q.sub.3 SCH.sub.3 OCH.sub.3 cis 3095b (CH.sub.2).sub.3     O OC.sub.2      H.sub.5 Q.sub.3 SCH.sub.3 OCH.sub.3 trans 3096 (CH.sub.2).sub.3 O     O-n-C.sub.3 H.sub.7 Q.sub.3 SCH.sub.3 OCH.sub.3 3097 (CH.sub.2).sub.3 O     O-i-C.sub.3 H.sub.7 Q.sub.3 SCH.sub.3 OCH.sub.3 3098 (CH.sub.2).sub.3 O     O-n-C.sub.4 H.sub.9 Q.sub.3 SCH.sub.3 OCH.sub.3 3099 (CH.sub.2).sub.3 O     O-i-C.sub.4 H.sub.9 Q.sub.3 SCH.sub.3 OCH.sub.3 3100 (CH.sub.2).sub.3 O     O-s-C.sub.4 H.sub.9 Q.sub.3 SCH.sub.3 OCH.sub.3 3101 (CH.sub.2).sub.3 O     O-t-C.sub.4 H.sub.9 Q.sub.3 SCH.sub.3 OCH.sub.3 3102 (CH.sub.2).sub.3 O  (     OCH.sub.2).sub.2Cl Q.sub.3 SCH.sub.3 OCH.sub.3 3103 (CH.sub.2).sub.3 O     OCH.sub.2 SCH.sub.3 Q.sub.3 SCH.sub.3 OCH.sub.3 3104  (CH.sub.2).sub.3 O     OCH.sub.2Ph Q.sub.3 SCH.sub.3 OCH.sub.3 3105 (CH.sub.2).sub.3 O OPh     Q.sub.3 SCH.sub.3 OCH.sub.3 3106 (CH.sub.2).sub.3 O OPh-2Cl Q.sub.3     SCH.sub.3 OCH.sub.3 3107 (CH.sub.2).sub.3 O OCH.sub.2CHCH.sub.2 Q.sub.3  C     SH.sub.3 OCH.sub.3 3108 (CH.sub.2).sub.3 O OCH.sub.2CCH Q.sub.3 SCH.sub.3      OCH.sub.3 3109 (CH.sub.2).sub.3 O OCH.sub.2OC.sub.2 H.sub.5 Q.sub.3     SCH.sub.3 OCH.sub.3 3110 (CH.sub.2).sub.3 O H Q.sub.3 SO.sub.2 CH.sub.3     Cl 3111 (CH.sub.2).sub.3 O OH Q.sub.3 SO.sub.2      CH.sub.3 Cl 3112 (CH.sub.2).sub.3 O OCH.sub.3 Q.sub.3 SO.sub.2 CH.sub.3     Cl 3113 (CH.sub.2).sub.3 O OC.sub.2 H.sub.5 Q.sub.3 SO.sub.2 CH.sub.3 Cl     3114 (CH.sub.2).sub.3 O O-n-C.sub.3 H.sub.7 Q.sub.3 SO.sub.2 CH.sub.3 Cl     3115 (CH.sub.2).sub.3 O O-i-C.sub.3 H.sub.7 Q.sub.3 SO.sub.2 CH.sub.3 Cl     3116 (CH.sub.2).sub.3 O O-n-C.sub.4 H.sub.9 Q.sub.3 SO.sub.2 CH.sub.3 Cl     3117 (CH.sub.2).sub.3 O O-i-C.sub.4 H.sub.9 Q.sub.3 SO.sub.2 CH.sub.3 Cl     3118 (CH.sub.2).sub.3 O O-s-C.sub.4 H.sub.9 Q.sub.3 SO.sub.2 CH.sub.3 Cl     3119 (CH.sub.2).sub.3 O O-t-C.sub.4 .sub.9 Q.sub.3 SO.sub.2 CH.sub.3 Cl     3120 (CH.sub.2).sub.3 O O(CH.sub.2).sub.2Cl Q.sub.3 SO.sub.2 CH.sub.3 Cl     3121 (CH.sub.2).sub.3 O OCH.sub.2SCH.sub.3 Q.sub.3 SO.sub.2 CH.sub.3 Cl     3122 (CH.sub.2).sub.3 O OCH.sub.2Ph Q.sub.3 SO.sub.2 CH.sub.3 Cl 3123     (CH.sub.2).sub.3 O OPh Q.sub.3 SO.sub.2      CH.sub.3 Cl 3124 (CH.sub.2).sub.3 O OPh-2Cl Q.sub.3 SO.sub.2 CH.sub.3     Cl 3125 (CH.sub.2).sub.3 O OCH.sub.2CHCH.sub.2 Q.sub.3 SO.sub.2 CH.sub.3     Cl 3126 (CH.sub.2).sub.3 O OCH.sub.2CCH Q.sub.3 SO.sub.2 CH.sub.3 Cl     3127 (CH.sub.2).sub.3 O OCH.sub.2OC.sub.2 H.sub.5 Q.sub.3 SO.sub.2     CH.sub.3 Cl 3128 (CH.sub.2).sub.3 O H Q.sub.3 SO.sub.2      CH.sub.3 OCH.sub.3 3129 (CH.sub.2).sub.3 O OH Q.sub.3 SO.sub.2 CH.sub.3     OCH.sub.3 3130 (CH.sub.2).sub.3 O OCH.sub.3 Q.sub.3 SO.sub.2 CH.sub.3     OCH.sub.3 3131 (CH.sub.2).sub.3 O OC.sub.2 H.sub.5 Q.sub.3 SO.sub.2     CH.sub.3 OCH.sub.3 3133 (CH.sub.2).sub.3 O O-n-C.sub.3 H.sub.7 Q.sub.3     SO.sub.2 CH.sub.3 OCH.sub.3 3134 (CH.sub.2).sub.3 O O-i-C.sub.3 H.sub.7     Q.sub.3 SO.sub.2 CH.sub.3 O CH.sub.3 3135 (CH.sub.2).sub.3 O O-n-C.sub.4     H.sub.9 Q.sub.3 SO.sub.2 CH.sub.3 OCH.sub.3 3136 (CH.sub.2).sub.3 O     O-i-C.sub.4 H.sub.9 Q.sub.3 SO.sub.2      CH.sub.3 OCH.sub.3 3137 (CH.sub.2).sub.3 O O-s-C.sub.4 H.sub.9 Q.sub.3     SO.sub.2 CH.sub.3 OCH.sub.3 3138 (CH.sub.2).sub.3 O O-t-C.sub.4 H.sub.9     Q.sub.3 SO.sub.2      CH.sub.3 OCH.sub.3 3139 (CH.sub.2).sub.3 O O(CH.sub.2).sub.2Cl Q.sub.3     SO.sub.2 CH.sub.3 OCH.sub.3 3140 (CH.sub.2).sub.3 O OCH.sub.2SCH.sub.3     Q.sub.3 SO.sub.2 CH.sub.3 OCH.sub.3 3141 (CH.sub.2).sub.3 O OCH.sub.2Ph     Q.sub.3 SO.sub.2 CH.sub.3 OCH.sub.3 3142 (CH.sub.2).sub.3 O OPh Q.sub.3     SO.sub.2 CH.sub.3 OCH.sub.3 3143 (CH.sub.2).sub.3 O OPh-2Cl Q.sub.3     SO.sub.2 CH.sub.3 OCH.sub.3 3144 (CH.sub.2).sub.3 O O CH.sub.2CHCH.sub.2     Q.sub.3 SO.sub.2 CH.sub.3 OCH.sub.3 3145 (CH.sub.2).sub.3 O OCH.sub.2CCH     Q.sub.3 SO.sub.2      CH.sub.3 OCH.sub.3 3146 (CH.sub.2).sub.3 O OCH.sub.2OC.sub.2 H.sub.5     Q.sub.3 SO.sub.2 CH.sub.3 OCH.sub.3 3147 (CH.sub.2).sub.3 O H Q.sub.3     OCH.sub.3 Cl 3148 (CH.sub.2).sub.3 O OH Q.sub.3 OCH.sub.3 Cl 3149     (CH.sub.2).sub.3 O OCH.sub.3 Q.sub.3 OCH.sub.3 Cl 3150 (CH.sub.2).sub.3     O OC.sub.2      H.sub.5 Q.sub.3 OCH.sub.3 Cl 3151 (CH.sub.2).sub.3 O O-n-C.sub.3     H.sub.7 Q.sub.3 OCH.sub.3 Cl 3152 (CH.sub.2).sub.3 O O-i-C.sub.3 H.sub.7     Q.sub.3 OCH.sub.3 Cl 3153 (CH.sub.2).sub.3 O O-n-C.sub.4 H.sub.9 Q.sub.3     OCH.sub.3 Cl 3154 (CH.sub.2).sub.3 O O-i-C.sub.4 H.sub.9 Q.sub.3     OCH.sub.3 Cl 3155 (CH.sub.2).sub.3 O O-s-C.sub.4 H.sub.9 Q.sub.3     OCH.sub.3 Cl 3156 (CH.sub.2).sub.3 O O-t-C.sub.4 H.sub.9 Q.sub.3     OCH.sub.3 Cl 3157 (CH.sub.2).sub.3 O O(CH.sub.2).sub.2Cl Q.sub.3     OCH.sub.3 Cl 3158 (CH.sub.2).sub.3 O OCH.sub.2S CH.sub.3 Q.sub.3     OCH.sub.3 Cl 3159 (CH.sub.2).sub.3 O OCH.sub.2Ph Q.sub.3 OCH.sub.3 Cl     3160 (CH.sub.2).sub.3 O OPh Q.sub.3 OCH.sub.3 Cl 3161 (CH.sub.2).sub.3 O     OPh-2Cl Q.sub.3 OCH.sub.3 Cl 3162 (CH.sub.2).sub.3 O OCH.sub.2CHCH.sub.2     Q.sub.3 OCH.sub.3 Cl 3163 (CH.sub.2).sub.3 O OCH.sub.2CCH Q.sub.3     OCH.sub.3 Cl 3164 (CH.sub.2).sub.3 O OCH.sub.2OC.sub.2 H.sub.5 Q.sub. 3  C     OH.sub.3 Cl 3165 (CH.sub.2).sub.3 O H Q.sub.3 OCH.sub.3 OCH.sub.3 3166     (CH.sub.2).sub.3 O OH Q.sub.3 OCH.sub.3 OCH.sub.3 3167 (CH.sub.2).sub.3     O OCH.sub.3 Q.sub.3 OCH.sub.3 OCH.sub.3 3168 (CH.sub.2).sub.3 O OC.sub.2     H.sub.5 Q.sub.3 OCH.sub.3 OCH.sub.3 3169 (CH.sub.2).sub.3 O O-n-C.sub.3     H.sub.7 Q.sub.3 OCH.sub.3 OCH.sub.3 3170 (CH.sub.2).sub.3 O O-i-C.sub.3     H.sub.7 Q.sub.3 OCH.sub.3 OCH.sub.3 3171 (CH.sub.2).sub.3 O O-n-C.sub.4     H.sub.9 Q.sub.3 OCH.sub.3 OCH.sub.3 3172 (CH.sub.2).sub.3 O O-i-C.sub.4     H.sub.9 Q.sub.3 OCH.sub.3 OCH.sub.3 3173 (CH.sub.2).sub.3 O O-s-C.sub.4     H.sub.9 Q.sub.3 OCH.sub.3 OCH.sub.3 3174 (CH.sub.2).sub.3 O O-t-C.sub.4     H.sub.9 Q.sub.3 OCH.sub.3 OCH.sub.3 3175 (CH.sub.2).sub.3 O O(CH.sub.2).s     ub.2Cl Q.sub.3 OCH.sub.3 OCH.sub.3 3176 (CH.sub.2).sub.3 O OCH.sub.2SCH.s     ub.3 Q.sub.3 OCH.sub.3 OCH.sub.3 3177 (CH.sub.2).sub.3 O OCH.sub.2Ph     Q.sub.3 OCH.sub.3 OCH.sub.3 3178 (CH.sub.2).sub.3 O OPh Q.sub.3 OCH.sub.3      OCH.sub.3 3179 (CH.sub.2).sub.3 O OPh-2Cl Q.sub.3 OCH.sub.3 OCH.sub.3     3180 (CH.sub.2).sub.3 O OCH.sub.2CHCH.sub.2 Q.sub.3 OCH.sub.3 OCH.sub.3     3181 (CH.sub.2).sub.3 O OCH.sub.2CCH Q.sub.3 OCH.sub.3 OCH.sub.3 3182     (CH.sub.2).sub.3 O OCH.sub.2OC.sub.2 H.sub.5 Q.sub.3 OCH.sub.3 OCH.sub.3     3183 (CH.sub.2).sub.3 O H Q.sub.3 N(CH.sub.3).sub.2 Cl 3184 (CH.sub.2).su     b.3 O OH Q.sub.3 N(CH.sub.3).sub.2 Cl 3185 (CH.sub.2).sub.3 O OCH.sub.3     Q.sub.3 N(CH.sub.3).sub.2 Cl 3186 (CH.sub.2).sub.3 O OC.sub.2 H.sub.5     Q.sub.3 N(CH.sub.3).sub.2 Cl 3187 (CH.sub.2).sub.3 O O-n-C.sub.3 H.sub.7     Q.sub.3 N(CH.sub.3).sub.2 Cl 3188 (CH.sub.2).sub.3 O O-i-C.sub.3 H.sub.7     Q.sub.3 N(CH.sub.3).sub.2 Cl 3189 (CH.sub.2).sub.3 O O-n-C.sub.4 H.sub.9     Q.sub.3 N(CH.sub.3).sub.2 Cl 3190 (CH.sub.2).sub.3 O O-i-C.sub.4 H.sub.9     Q.sub.3 N(CH.sub.3).sub.2 Cl 3191 (CH.sub.2).sub.3 O O-s-C.sub.4 H.sub.9     Q.sub.3 N(CH.sub.3).sub.2 Cl 3192 (CH.sub.2).sub.3 O O-t-C.sub.4 H.sub.9     Q.sub.3 N(CH.sub.3).sub.2 Cl 3193 (CH.sub.2).sub.3 O O(CH.sub.2).sub.2Cl     Q.sub.3 N(CH.sub.3).sub.2 Cl 3194 (CH.sub.2).sub.3 O OCH.sub.2SCH.sub.3     Q.sub.3 N(CH.sub.3).sub.2 Cl 3195 (CH.sub.2).sub.3 O OCH.sub.2Ph Q.sub.3     N(CH.sub.3).sub.2 Cl 3196 (CH.sub.2).sub.3 O OPh Q.sub.3 N(CH.sub.3).sub.     2 Cl 3197 (CH.sub.2).sub.3 O OPh-2Cl Q.sub.3 N(CH.sub.3).sub.2 Cl 3198     (CH.sub.2).sub.3 O OCH.sub.2CHCH.sub.2 Q.sub.3 N(CH.sub.3).sub.2 Cl 3199 (     CH.sub.2).sub.3 O OCH.sub.2CCH Q.sub.3 N(CH.sub.3).sub.2 Cl 3200     (CH.sub.2).sub.3 O OCH.sub.2OC.sub.2 H.sub.5 Q.sub.3 N(CH.sub.3).sub.2     Cl 3201 (CH.sub.2).sub.3 O H Q.sub.3 N(CH.sub.3).sub.2 OCH.sub.3 3202     (CH.sub.2).sub.3 O OH Q.sub.3 N(CH.sub.3).sub.2 OCH.sub.3 3203 (CH.sub.2)     .sub.3 O OCH.sub.3 Q.sub.3 N(CH.sub.3).sub.2 OCH.sub.3 3204 (CH.sub.2).su     b.3 O OC.sub.2 H.sub.5 Q.sub.3 N(CH.sub.3 ).sub.2 OCH.sub.3 3205     (CH.sub.2).sub.3 O O-n-C.sub.3 H.sub.7 Q.sub.3 N(CH.sub.3).sub.2     OCH.sub.3 3206 (CH.sub.2).sub.3 O O-i-C.sub.3      H.sub.7 Q.sub.3 N(CH.sub.3).sub.2 OCH.sub.3 3207 (CH.sub.2).sub.3 O     O-n-C.sub.4      H.sub.9 Q.sub.3 N(CH.sub.3).sub.2 OCH.sub.3 3208 (CH.sub.2).sub.3 O     O-i-C.sub.4      H.sub.9 Q.sub.3 N(CH.sub.3).sub.2 OCH.sub.3 3209 (CH.sub.2).sub.3 O     O-s-C.sub.4      H.sub.9 Q.sub.3 N(CH.sub.3).sub.2 OCH.sub.3 3210 (CH.sub.2).sub.3 O     O-t-C.sub.4      H.sub.9 Q.sub.3 N(CH.sub.3).sub.2 OCH.sub.3 3211 (CH.sub.2).sub.3 O     O(CH.sub.2).sub.2Cl Q.sub.3 N(CH.sub.3).sub.2 OCH.sub.3 3212 (CH.sub.2).s     ub.3 O OCH.sub.2SCH.sub.3 Q.sub.3 N(CH.sub.3).sub.2 OCH.sub.3 3213     (CH.sub.2).sub.3 O OCH.sub.2Ph Q.sub.3 N(CH.sub.3).sub.2 OCH.sub.3 3214      (CH.sub.2).sub.3 O OPh Q.sub.3 N(CH.sub.3).sub.2 OCH.sub.3 3215     (CH.sub.2).sub.3 O OPh-2Cl Q.sub.3 N(CH.sub.3).sub.2 OCH.sub.3 3216     (CH.sub.2).sub.3 O OCH.sub.2CHCH.sub.2 Q.sub.3 N(CH.sub.3).sub.2     OCH.sub.3 3217 (CH.sub.2).sub.3 O OCH.sub.2CCH Q.sub.3 N(CH.sub.3).sub.2     OCH.sub.3 3218 (CH.sub.2).sub.3 O OCH.sub.2OC.sub.2 H.sub.5 Q.sub.3     N(CH.sub.3).sub.2 OCH.sub.3 3219 (CH.sub.2).sub.4 O H Q.sub.3 N(CH.sub.3)     .sub.2 OCH.sub.3 3220 (CH.sub.2).sub.4 O OH Q.sub.3 N(CH.sub.3).sub.2     OCH.sub.3 3221 (CH.sub.2).sub.4 O OCH.sub.3 Q.sub.3 N(CH.sub.3).sub.2     OCH.sub.3 3222 (CH.sub.2).sub.4 O OC.sub.2      H.sub.5 Q.sub.3 N(CH.sub.3).sub.2 OCH.sub.3 3223 (CH.sub.2).sub.4 O     O-n-C.sub.3      H.sub.7 Q.sub.3 N(CH.sub.3).sub.2 OCH.sub.3 3224 (CH.sub.2).sub.4 O     O-i-C.sub.3      H.sub.7 Q.sub.3 N(CH.sub.3).sub.2 OCH.sub.3 3225 (CH.sub.2).sub.4 O     O-n-C.sub.4      H.sub.9 Q.sub.3 N(CH.sub.3).sub.2 OCH.sub.3 3226 (CH.sub.2).sub.4 O     O-i-C.sub.4      H.sub.9 Q.sub.3 N(CH.sub.3).sub.2 OCH.sub.3 3227 (CH.sub.2).sub.4 O     O-s-C.sub.4      H.sub.9 Q.sub.3 N(CH.sub.3).sub.2 OCH.sub.3 3228 (CH.sub.2).sub.4 O     O-t-C.sub.4      H.sub.9 Q.sub.3 N(CH.sub.3).sub.2 OCH.sub.3 3229 (CH.sub.2).sub.4 O     O(CH.sub.2).sub.2Cl Q.sub.3 N(CH.sub.3).sub.2 OCH.sub.3 3230 (CH.sub.2).s     ub.4 O OCH.sub.2SCH.sub.3 Q.sub.3 N(CH.sub.3).sub.2 OCH.sub.3 3231     (CH.sub.2).sub.4 O OCH.sub.2Ph Q.sub.3 N(CH.sub.3).sub.2 OCH.sub.3 3232     (CH.sub.2).sub.4 O OPh Q.sub.3 N(CH.sub.3 ).sub.2 OCH.sub.3 3233     (CH.sub.2).sub.4 O OPh-2Cl Q.sub.3 N(CH.sub.3).sub.2 OCH.sub.3 3234     (CH.sub.2).sub.4 O OCH.sub.2CHCH.sub.2 Q.sub.3 N(CH.sub.3).sub.2     OCH.sub.3 3235 (CH.sub.2).sub.4 O OCH.sub.2CCH Q.sub.3 N(CH.sub.3).sub.2     OCH.sub.3 3236 (CH.sub.2).sub.4 O OCH.sub.2OC.sub.2 H.sub.5 Q.sub.3     N(CH.sub.3).sub.2 OCH.sub.3 3237 (CH.sub.2).sub.4 O H Q.sub.3 Cl     OCH.sub.3 3238 (CH.sub.2).sub.4 O OH Q.sub.3 Cl OCH.sub.3 3239 (CH.sub.2)     .sub.4 O OCH.sub.3 Q.sub.3 Cl OCH.sub.3 3240 (CH.sub.2).sub.4 O OC.sub.2     H.sub.5 Q.sub.3 Cl OCH.sub.3 3241 (CH.sub.2).sub.4 O O-n-C.sub.3 H.sub.7     Q.sub.3 Cl OCH.sub.3 3242 (CH.sub.2).sub.4 O O-i-C.sub.3 H.sub.7 Q.sub.     3 Cl OCH.sub.3 3243 (CH.sub.2).sub.4 O O-n-C.sub.4 H.sub.9 Q.sub.3 Cl     OCH.sub.3 3244 (CH.sub.2).sub.4 O O-i-C.sub.4 H.sub.9 Q.sub.3 Cl     OCH.sub.3 3245 (CH.sub.2).sub.4 O O-s-C.sub.4 H.sub.9 Q.sub.3 Cl     OCH.sub.3 3246 (CH.sub.2).sub.4 O O-t-C.sub.4 H.sub.9 Q.sub.3 Cl     OCH.sub.3 3247 (CH.sub.2).sub.4 O O(CH.sub.2).sub.2Cl Q.sub.3 Cl     OCH.sub.3 3248 (CH.sub.2).sub.4 O OCH.sub.2SCH.sub.3 Q.sub.3 Cl OCH.sub.3      3249 (CH.sub.2).sub.4 O OCH.sub.2Ph Q.sub.3 Cl OCH.sub.3 3250 (CH.sub.2)     .sub.4 O OPh Q.sub.3 Cl OCH.sub.3 3251 (CH.sub.2).sub.4 O OPh-2Cl     Q.sub.3 Cl OCH.sub.3 3252 (CH.sub.2).sub.4 O OCH.sub.2CHCH.sub.2 Q.sub.3     Cl OCH.sub.3 3253 (CH.sub.2).sub.4 O OCH.sub.2C CH Q.sub.2 Cl OCH.sub.3     3254 (CH.sub.2).sub.4 O OCH.sub.2OC.sub.2 H.sub.5 Q.sub.2 Cl OCH.sub.3     3255 (CH.sub.2).sub.4 O H Q.sub.2 OCH.sub.3 OC.sub.2 H.sub.5 3256     (CH.sub.2).sub.4 O OH Q.sub.2 OCH.sub.3 OC.sub.2      H.sub.5 3257 (CH.sub.2).sub.4 O OCH.sub.3 Q.sub.2 OCH.sub.3 OC.sub.2     H.sub.5 3258 (CH.sub.2).sub.4 O OC.sub.2 H.sub.5 Q.sub.2 OCH.sub.3     OC.sub.2 H.sub.5 3259 (CH.sub.2).sub.4 O O-n-C.sub.3 H.sub.7 Q.sub.2     OCH.sub.3 OC.sub.2 H.sub.5 3260 (CH.sub.2).sub.4 O O-i-C.sub.3 H.sub.7     Q.sub.2 OCH.sub.3 OC.sub.2 H.sub.5 3261 (CH.sub.2).sub.4 O O-n-C.sub.4     H.sub.9 Q.sub.2 OCH.sub.3 OC.sub.2 H.sub.5 3262 (CH.sub.2).sub.4 O     O-i-C.sub.4 H.sub.9 Q.sub.2 O CH.sub.3 OC.sub.2      H.sub.5 3263 (CH.sub.2).sub.4 O O-s-C.sub.4 H.sub.9 Q.sub.2 OCH.sub.3     OC.sub.2 H.sub.5 3264 (CH.sub.2).sub.4 O O-t-C.sub.4 H.sub.9 Q.sub.2     OCH.sub.3 OC.sub.2 H.sub.5 3265 (CH.sub.2).sub.4 O O(CH.sub.2).sub.2Cl     Q.sub.2 OCH.sub.3 OC.sub.2      H.sub.5 3266 (CH.sub.2).sub.4 O OCH.sub.2SCH.sub.3 Q.sub.2 OCH.sub.3     OC.sub.2 H.sub.5 3267 (CH.sub.2).sub.4 O OCH.sub.2Ph Q.sub.2 OCH.sub.3     OC.sub.2 H.sub.5 3268 (CH.sub.2).sub.4 O OPh Q.sub.2 OCH.sub.3 OC.sub.2     H.sub.5 3269 (CH.sub.2).sub.4 O OPh-2Cl Q.sub.2 OCH.sub.3 OC.sub.2     H.sub.5 3270 (CH.sub.2).sub.4 O OCH.sub.2CHCH.sub.2 Q.sub.2 OCH.sub.3     OC.sub.2 H.sub.5 3271 (CH.sub.2).sub.4 O OCH.sub.2C CH Q.sub.2 OCH.sub.3     OC.sub.2 H.sub.5 3272 (CH.sub.2).sub.4 O OCH.sub.2OC.sub.2 H.sub.5     Q.sub.2 OCH.sub.3 OC.sub.2 H.sub.5 3273 (CH.sub.2).sub.4 O H Q.sub.2     OC.sub.2 H.sub.5 OC.sub.2 H.sub.5 3274 (CH.sub.2).sub.4 O OH Q.sub.2     OC.sub.2 H.sub.5 OC.sub.2 H.sub.5 3275 (CH.sub.2).sub.4 O OCH.sub.3     Q.sub.2 OC.sub.2 H.sub.5 OC.sub.2 H.sub.5 3276 (CH.sub.2).sub.4 O     OC.sub.2 H.sub.5 Q.sub.2 OC.sub.2 H.sub.5 OC.sub.2      H.sub.5 3277 (CH.sub.2).sub.4 O O-n-C.sub.3 H.sub.7 Q.sub.2 OC.sub.2     H.sub.5 OC.sub.2 H.sub.5 3278 (CH.sub.2).sub.4 O O-i-C.sub.3 H.sub.7     Q.sub.2 OC.sub.2 H.sub.5 OC.sub.2 H.sub.5 3279 (CH.sub.2).sub.4 O     O-n-C.sub.4 H.sub.9 Q.sub.2 OC.sub.2 H.sub.5 OC.sub.2 H.sub.5 3280     (CH.sub.2).sub.4 O O-i-C.sub.4 H.sub.9 Q.sub.2 OC.sub.2 H.sub.5 OC.sub.2     H.sub.5 3281 (CH.sub.2).sub.4 O O-s-C.sub.4 H.sub.9 Q.sub.2 OC.sub.2     H.sub.5 OC.sub.2 H.sub.5 3282 (CH.sub.2).sub.4 O O-t-C.sub.4 H.sub.9     Q.sub.2 OC.sub.2 H.sub.5 OC.sub.2 H.sub.5 3283 (CH.sub.2).sub.4 O     O(CH.sub.2).sub.2Cl Q.sub.2 OC.sub.2 H.sub.5 OC.sub.2 H.sub.5 3284     (CH.sub.2).sub.4 O OCH.sub.2SCH.sub.3 Q.sub.2 OC.sub.2 H.sub.5 OC.sub.2     H.sub.5 3285 (CH.sub.2).sub.4 O OCH.sub.2Ph Q.sub.2 OC.sub.2 H.sub.5     OC.sub.2 H.sub.5 3286 (CH.sub.2).sub.4 O OPh Q.sub.2 OC.sub.2 H.sub.5     OC.sub.2 H.sub.5 3287 (CH.sub.2).sub.4 O OPh-2Cl Q.sub.2 OC.sub.2     H.sub.5 OC.sub.2 H.sub.5 3288 (CH.sub. 2).sub.4 O OCH.sub.2CHCH.sub.2     Q.sub.2 OC.sub.2 H.sub.5 OC.sub.2 H.sub.5 3289 (CH.sub.2).sub.4 O     OCH.sub.2CCH Q.sub.2 OC.sub.2 H.sub.5 OC.sub.2      H.sub.5 3290 (CH.sub.2).sub.4 O OCH.sub.2OC.sub.2 H.sub.5 Q.sub.2     OC.sub.2 H.sub.5 OC.sub.2 H.sub.5 3291 (CH.sub.2).sub.4 O H Q.sub.3     SCH.sub.3 Cl 3292a (CH.sub.2).sub.4 O OH Q.sub.3 SCH.sub.3 Cl cis 3292b     (CH.sub.2).sub.4 O OH Q.sub.3 SCH.sub.3 Cl trans 3293a (CH.sub.2).sub.4     O OCH.sub.3 Q.sub.3 SCH.sub.3 Cl cis 3293b (CH.sub.2).sub.4 O OCH.sub.3     Q.sub.3 SCH.sub.3 Cl trans 3294a (CH.sub.2).sub.4 O OC.sub.2 H.sub.5     Q.sub.3 SCH.sub.3 Cl cis 3294b (CH.sub.2).sub.4 O OC.sub.2 H.sub. 5     Q.sub.3 SCH.sub.3 Cl trans 3295 (CH.sub.2).sub.4 O O-n-C.sub.3 H.sub.7     Q.sub.3 SCH.sub.3 Cl 3296 (CH.sub.2).sub.4 O O-i-C.sub.3 H.sub.7 Q.sub.3     SCH.sub.3 Cl 3297 (CH.sub.2).sub.4 O O-n-C.sub.4 H.sub.9 Q.sub.3     SCH.sub.3 Cl 3298 (CH.sub.2).sub.4 O O-i-C.sub.4 H.sub.9 Q.sub.3     SCH.sub.3 Cl 3299 (CH.sub.2).sub.4 O O-s-C.sub.4 H.sub.9 Q.sub.3     SCH.sub.3 Cl 3300 (CH.sub.2).sub.4 O O-t-C.sub.4 H.sub.9 Q.sub.3     SCH.sub.3 Cl 3301 (CH.sub.2).sub.4 O O(CH.sub.2).sub.2Cl Q.sub.3     SCH.sub.3 Cl 3302 (CH.sub.2).sub.4 O OCH.sub.2SCH.sub.3 Q.sub.3 SCH.sub.3      Cl 3303 (CH.sub.2).sub.4 O OCH.sub.2Ph Q.sub.3 SCH.sub.3 Cl 3304     (CH.sub.2).sub.4 O OPh Q.sub.3 SCH.sub.3 Cl 3305 (CH.sub.2).sub.4 O     OPh-2Cl Q.sub.3 SCH.sub.3 Cl 3306 (CH.sub.2).sub.4 O OCH.sub.2CHCH.sub.2     Q.sub.3 SCH.sub.3 Cl 3307 (CH.sub.2).sub.4 O OCH.sub.2CCH Q.sub.3     SCH.sub.3 Cl 3308 (CH.sub.2).sub.4 O OCH.sub.2OC.sub.2 H.sub.5 Q.sub.3     SCH.sub.3 Cl 3309 (CH.sub.2).sub.4 O H Q.sub.3 SCH.sub.3 OCH.sub.3 3310a (     CH.sub.2).sub.4 O OH Q.sub.3 SCH.sub.3 OCH.sub.3 cis 3310b (CH.sub.2).sub     .4 O OH Q.sub.3 SCH.sub.3 OCH.sub.3 trans 3311 (CH.sub.2).sub.4 O     OCH.sub.3 Q.sub.3 SCH.sub.3 OCH.sub.3 3312a (CH.sub.2).sub.4 O OC.sub.2     H.sub.5 Q.sub.3 SCH.sub.3 OCH.sub.3 cis 3312b (CH.sub.2).sub.4 O     OC.sub.2 H.sub.5 Q.sub.3 SCH.sub.3 OCH.sub.3 trans 3313 (CH.sub.2).sub.4     O O-n-C.sub.3 H.sub.7 Q.sub.3 SCH.sub.3 OCH.sub.3 3314 (CH.sub.2).sub.4     O O-i-C.sub.3 H.sub.7 Q.sub.3 SCH.sub.3 OCH.sub.3 3315 (CH.sub.2).sub.4     O O-n-C.sub.4 H.sub.9 Q.sub.3 SCH.sub.3 OCH.sub.3 3316 (CH.sub.2).sub.4     O O-i-C.sub.4 H.sub.9 Q.sub.3 SCH.sub.3 OCH.sub.3 3317 (CH.sub.2).sub.4     O O-s-C.sub.4 H.sub.9 Q.sub.3 SCH.sub.3 OCH.sub.3 3318 (CH.sub.2).sub.4     O O-t-C.sub.4 H.sub.9 Q.sub.3 SCH.sub.3 OCH.sub.3 3319 (CH.sub.2).sub.4     O O(CH.sub.2).sub.2Cl Q.sub.3 SCH.sub.3 OCH.sub.3 3320 (CH.sub.2).sub.4     O OCH.sub.2SCH.sub.3 Q.sub.3 SCH.sub.3 OCH.sub.3 3321 (CH.sub.2).sub.4 O     OCH.sub.2Ph Q.sub.3 SCH.sub.3 OCH.sub.3 3322 (CH.sub.2).sub.4 O OPh     Q.sub.3 SCH.sub.3 OCH.sub.3 3323 (CH.sub.2).sub.4  O OPh-2Cl Q.sub.3     SCH.sub.3 OCH.sub.3 3324 (CH.sub.2).sub.4 O OCH.sub.2CHCH.sub.2 Q.sub.3  C     SH.sub.3 OCH.sub.3 3325 (CH.sub.2).sub.4 O OCH.sub.2CCH Q.sub.3 SCH.sub.3      OCH.sub.3 3326 (CH.sub.2).sub.4 O OCH.sub.2OC.sub.2 H.sub.5 Q.sub.3     SCH.sub.3 OCH.sub.3 3327 (CH.sub.2).sub.4 O H Q.sub.3 SO.sub.2 CH.sub.3     Cl 3328 (CH.sub.2).sub.4 O OH Q.sub.3 SO.sub.2      CH.sub.3 Cl 3329 (CH.sub.2).sub.4 O OCH.sub.3 Q.sub.3 SO.sub.2 CH.sub.3     Cl 3330a (CH.sub.2).sub.4 O OC.sub.2 H.sub.5 Q.sub.3 SO.sub.2 CH.sub.3     Cl cis 3330b (CH.sub.2).sub.4 O OC.sub.2 H.sub.5 Q.sub.3 SO.sub.2     CH.sub.3 Cl trans 3331 (CH.sub.2).sub.4 O O-n-C.sub.3 H.sub.7 Q.sub.3     SO.sub.2 CH.sub.3 Cl 3332 (CH.sub.2).sub.4 O O-i-C.sub.3 H.sub.7 Q.sub.3     SO.sub.2 CH.sub.3 Cl 3333 (CH.sub.2).sub.4 O O-n-C.sub.4 H.sub.9 Q.sub.3     SO.sub.2 CH.sub.3 Cl 3334 (CH.sub.2).sub.4 O O-i-C.sub.4 H.sub.9 Q.sub.3     SO.sub.2 CH.sub.3 Cl 3335 (CH.sub.2).sub.4 O O-s-C.sub.4 H.sub.9 Q.sub.3     SO.sub.2 CH.sub.3 Cl 3336 (CH.sub.2).sub.4 O O-t-C.sub.4 H.sub.9 Q.sub.3     SO.sub.2 CH.sub.3 Cl 3337 (CH.sub.2).sub.4 O O(CH.sub.2).sub.2Cl Q.sub.3     SO.sub.2 CH.sub.3 Cl 3338 (CH.sub.2).sub.4 O OCH.sub.2SCH.sub.3 Q.sub.3     SO.sub.2 CH.sub.3 Cl 3339 (CH.sub.2).sub.4 O OCH.sub.2Ph Q.sub.3     SO.sub.2 CH.sub.3 Cl 3340 (CH.sub.2).sub.4 O OPh Q.sub.3 SO.sub.2     CH.sub.3 Cl 3341 (CH.sub.2).sub.4 O OPh-2Cl Q.sub.3 SO.sub.2 CH.sub.3 Cl     3342 (CH.sub.2).sub.4 O OCH.sub.2 CHCH.sub.2 Q.sub.3 SO.sub.2 CH.sub.3     Cl 3343 (CH.sub.2).sub.4 O OCH.sub.2CCH Q.sub.3 SO.sub.2 CH.sub.3 Cl     3344 (CH.sub.2).sub.4 O OCH.sub.2OC.sub.2 H.sub.5 Q.sub.3 SO.sub.2     CH.sub.3 Cl 3345 (CH.sub.2).sub.4 O H Q.sub.3 SO.sub.2      CH.sub.3 OCH.sub.3 3346 (CH.sub.2).sub.4 O OH Q.sub.3 SO.sub.2 CH.sub.3     OCH.sub.3 3347 (CH.sub.2).sub.4 O OCH.sub.3 Q.sub.3 SO.sub.2 CH.sub.3     OCH.sub.3 3348 (CH.sub.2).sub.4 O OC.sub.2 H.sub.5 Q.sub.3 SO.sub.2     CH.sub.3 OCH.sub.3 3349 (CH.sub.2).sub.4 O O-n-C.sub.3 H.sub.7 Q.sub.3     SO.sub.2 CH.sub.3 OCH.sub.3 3350 (CH.sub.2).sub.4 O O-i-C.sub.3 H.sub.7     Q.sub.3 SO.sub.2 CH.sub.3 OCH.sub.3 3351 (CH.sub.2).sub.4 O O-n-C.sub.4     H.sub.9 Q.sub.3 SO.sub.2 CH.sub.3 OCH.sub.3 3352 (CH.sub.2).sub.4 O     O-i-C.sub.4 H.sub.9 Q.sub.3 SO.sub.2      CH.sub.3 OCH.sub.3 3353 (CH.sub.2).sub.4 O O-s-C.sub.4 H.sub.9 Q.sub.3     SO.sub.2 CH.sub.3 OCH.sub.3 3354 (CH.sub.2).sub.4 O O-t-C.sub.4 H.sub.9     Q.sub.3 SO.sub.2      CH.sub.3 OCH.sub.3 3355 (CH.sub.2).sub.4 O O(CH.sub.2).sub.2Cl Q.sub.3     SO.sub.2 CH.sub.3 OCH.sub.3 3356 (CH.sub.2).sub.4 O OCH.sub.2SCH.sub.3     Q.sub.3 SO.sub.2 CH.sub.3 OCH.sub.3 3357 (CH.sub.2).sub.4 O OCH.sub.2Ph     Q.sub.3 SO.sub.2 CH.sub.3 OCH.sub.3 3358 (CH.sub.2).sub.4 O OPh Q.sub.3     SO.sub.2 CH.sub.3 OCH.sub.3 3359 (CH.sub.2).sub.4 O OPh-2Cl Q.sub.3     SO.sub.2 CH.sub.3 OCH.sub.3 3360 (CH.sub.2).sub.4 O OCH.sub.2CHCH.sub.2     Q.sub.3 SO.sub.2      CH.sub.3 OCH.sub.3 3361 (CH.sub.2).sub.4  O OCH.sub.2CCH Q.sub.3     SO.sub.2 CH.sub.3 OCH.sub.3 3362 (CH.sub.2).sub.4 O OCH.sub.2OC.sub.2     H.sub.5 Q.sub.3 SO.sub.2 CH.sub.3 OCH.sub.3 3363 (CH.sub.2).sub.4 O H     Q.sub.3 OCH.sub.3 Cl 3364 (CH.sub.2).sub.4 O OH Q.sub.3 OCH.sub.3 Cl     3365 (CH.sub.2).sub.4 O OCH.sub.3 Q.sub.3 OCH.sub.3 Cl 3366a (CH.sub.2).s     ub.4 O OC.sub.2 H.sub.5 Q.sub.3 OCH.sub.3 Cl cis 3366b (CH.sub.2).sub.4     O OC.sub.2 H.sub.5 Q.sub.3 OCH.sub.3 Cl trans 3367 (CH.sub.2).sub.4 O     O-n-C.sub.3 H.sub.7 Q.sub.3 OCH.sub.3 Cl 3368 (CH.sub.2).sub.4 O     O-i-C.sub.3 H.sub.7 Q.sub.3 OCH.sub.3 Cl 3369 (CH.sub.2).sub.4 O     O-n-C.sub.4 H.sub.9 Q.sub.3 OCH.sub.3 Cl 3370 (CH.sub.2).sub.4 O     O-i-C.sub. 4 H.sub.9 Q.sub.3 OCH.sub.3 Cl 3371 (CH.sub.2).sub.4 O     O-s-C.sub.4 H.sub.9 Q.sub.3 OCH.sub.3 Cl 3372 (CH.sub.2).sub.4 O     O-t-C.sub.4 H.sub.9 Q.sub.3 OCH.sub.3 Cl 3373 (CH.sub.2).sub.4 O     O(CH.sub.2).sub.2Cl Q.sub.3 OCH.sub.3 Cl 3374 (CH.sub.2).sub.4 O     OCH.sub.2SCH.sub.3 Q.sub.3 OCH.sub.3 Cl 3375 (CH.sub.2).sub.4 O OCH.sub.2P     h Q.sub.3 OCH.sub.3 Cl 3376 (CH.sub.2).sub.4 O OPh Q.sub.3 OCH.sub.3 Cl     3377 (CH.sub.2).sub.4 O OPh-2Cl Q.sub.3 OCH.sub.3 Cl 3378 (CH.sub.2).sub.     4 O OCH.sub.2CHCH.sub.2 Q.sub.3 OCH.sub.3 Cl 3379a (CH.sub.2).sub.4 O     OCH.sub.2CCH Q.sub.3 OCH.sub.3 Cl cis 3379b (CH.sub.2).sub.4 O OCH.sub.2C    C     H Q.sub.3 OCH.sub.3 Cl trans 3380 (CH.sub.2).sub.4 O OCH.sub.2OC.sub.2     H.sub.5 Q.sub.3 OCH.sub.3 Cl 3381 (CH.sub.2).sub.4 O H Q.sub.3 OCH.sub.3     OCH.sub.3 3382 (CH.sub.2).sub.4 O OH Q.sub.3 OCH.sub.3 OCH.sub.3 3383     (CH.sub.2).sub.4 O OCH.sub.3 Q.sub.3 OCH.sub.3 OCH.sub.3 3384 (CH.sub.2).     sub.4 O OC.sub.2      H.sub.5 Q.sub.3 OCH.sub.3 OCH.sub.3 3385 (CH.sub.2).sub.4 O O-n-C.sub.3     H.sub.7 Q.sub.3 OCH.sub.3 OCH.sub.3 3386 (CH.sub.2).sub.4 O O-i-C.sub.3     H.sub.7 Q.sub.3 OCH.sub.3 OCH.sub.3 3387 (CH.sub.2).sub.4 O O-n-C.sub.4     H.sub.9 Q.sub.3 OCH.sub.3 OCH.sub.3 3388 (CH.sub.2).sub.4 O O-i-C.sub.4     H.sub.9 Q.sub.3 OCH.sub.3 OCH.sub.3 3389 (CH.sub.2).sub.4 O O-s-C.sub.4     H.sub. 9 Q.sub.3 OCH.sub.3 OCH.sub.3 3390 (CH.sub.2).sub.4 O O-t-C.sub.4     H.sub.9 Q.sub.3 OCH.sub.3 OCH.sub.3 3391 (CH.sub.2).sub.4 O O(CH.sub.2).s     ub.2Cl Q.sub.3 OCH.sub.3 OCH.sub.3 3392 (CH.sub.2).sub.4 O OCH.sub.2SCH.s     ub.3 Q.sub.3 OCH.sub.3 OCH.sub.3 3393 (CH.sub.2).sub.4 O OCH.sub.2Ph     Q.sub.3 OCH.sub.3 OCH.sub.3 3394 (CH.sub.2).sub.4 O OPh Q.sub.3 OCH.sub.3      OCH.sub.3 3395 (CH.sub.2).sub.4 O OPh-2Cl Q.sub.3 OCH.sub.3 OCH.sub.3     3396 (CH.sub.2).sub.4 O OCH.sub.2CHCH.sub.2 Q.sub.3 OCH.sub.3 OCH.sub.3     3397 (CH.sub.2).sub.4 O OCH.sub.2CCH Q.sub.3 OCH.sub.3 OCH.sub.3 3398     (CH.sub.2).sub.4 O OCH.sub.2OC.sub.2      H.sub.5 Q.sub.3 O CH.sub.3 OCH.sub.3 3399 (CH.sub.2).sub.4 O H Q.sub.3     N(CH.sub.3).sub.2 Cl 3400 (CH.sub.2).sub.4 O OH Q.sub.3 N(CH.sub.3).sub.2      Cl 3401 (CH.sub.2).sub.4 O OCH.sub.3 Q.sub.3 N(CH.sub.3).sub.2 Cl 3402     (CH.sub.2).sub.4 O OC.sub.2 H.sub.5 Q.sub.3 N(CH.sub.3).sub.2 Cl 3403     (CH.sub.2).sub.4 O O-n-C.sub.3 H.sub.7 Q.sub.3 N(CH.sub.3).sub.2 Cl 3404 (     CH.sub.2).sub.4 O O-i-C.sub.3 H.sub.7 Q.sub.3 N(CH.sub.3).sub.2 Cl 3405     (CH.sub.2).sub.4 O O-n-C.sub.4 H.sub.9 Q.sub.3 N(CH.sub.3).sub.2 Cl 3406 (     CH.sub.2).sub.4 O O-i-C.sub.4 H.sub.9 Q.sub.3 N(CH.sub.3).sub.2 Cl 3407     (CH.sub.2).sub.4 O O-s-C.sub.4 H.sub.9 Q.sub.3 N(CH.sub.3).sub.2 Cl 3408 (     CH.sub.2).sub.4 O O-t-C.sub.4 H.sub.9 Q.sub.3 N(CH.sub.3).sub.2 Cl 3409     (CH.sub.2).sub.4 O O(CH.sub.2 ).sub.2Cl Q.sub.3 N(CH.sub.3).sub.2 Cl     3410 (CH.sub.2).sub.4 O OCH.sub.2SCH.sub.3 Q.sub.3 OCH.sub.3 OCH.sub.3     3411 (CH.sub.2).sub.4 O OCH.sub.2Ph Q.sub.3 N(CH.sub.3).sub.2 Cl 3412     (CH.sub.2).sub.4 O OPh Q.sub.3 N(CH.sub.3).sub.2 Cl 3413 (CH.sub.2).sub.4      O OPh-2Cl Q.sub.3 N(CH.sub.3).sub.2 Cl 3414 (CH.sub.2).sub.4 O OCH.sub.2C     HCH.sub.2 Q.sub.3 N(CH.sub.3).sub.2 Cl 3415 (CH.sub.2).sub.4 O OCH.sub.2CC     H Q.sub.3 N(CH.sub.3).sub.2 Cl 3416 (CH.sub.2).sub.4 O OCH.sub.2OC.sub.2     H.sub.5 Q.sub.3 N(CH.sub.3).sub.2 Cl 3417 (CH.sub.2).sub.4 O H Q.sub.3     N(CH.sub.3).sub.2 OCH.sub.3 3418 (CH.sub.2).sub.4 O OH Q.sub.3 N(CH.sub.3     ).sub.2 OCH.sub.3 3419 (CH.sub.2).sub.4  O OCH.sub.3 Q.sub.3 N(CH.sub.3).     sub.2 OCH.sub.3 3420 (CH.sub.2).sub.4 O OC.sub.2 H.sub.5 Q.sub.3     N(CH.sub.3).sub.2 OCH.sub.3 3421 (CH.sub.2).sub.4 O O-n-C.sub.3 H.sub.7     Q.sub.3 N(CH.sub.3).sub.2 OCH.sub.3 3422 (CH.sub.2).sub.4 O O-i-C.sub.3     H.sub.7 Q.sub.3 N(CH.sub.3).sub.2 OCH.sub.3 3422 (CH.sub.2).sub.4 O     O-n-C.sub.4      H.sub.9 Q.sub.3 N(CH.sub.3).sub.2 OCH.sub.3 3424 (CH.sub.2).sub.4 O     O-i-C.sub.4      H.sub.9 Q.sub.3 N(CH.sub.3).sub.2 OCH.sub.3 3425 (CH.sub.2).sub.4 O     O-s-C.sub.4      H.sub.9 Q.sub.3 N(CH.sub.3).sub.2 OCH.sub.3 3426 (CH.sub.2).sub.4 O     O-t-C.sub.4      H.sub.9 Q.sub.3 N(CH.sub.3).sub.2 OCH.sub.3 3427 (CH.sub.2).sub.4 O     O(CH.sub.2).sub.2Cl Q.sub.3 N(CH.sub.3).sub.2 OCH.sub.3 3428 (CH.sub.2).s     ub.4 O OCH.sub.2SCH.sub.3 Q.sub. 3 N(CH.sub.3).sub.2 OCH.sub.3 3429     (CH.sub.2).sub.4 O OCH.sub.2Ph Q.sub.3 N(CH.sub.3).sub.2 OCH.sub.3 3430     (CH.sub.2).sub.4 O OPh Q.sub.3 N(CH.sub.3).sub.2 OCH.sub.3 3431 (CH.sub.2     ).sub.4 O OPh-2Cl Q.sub.3 N(CH.sub.3).sub.2 OCH.sub.3 3432 (CH.sub.2).sub     .4 O OCH.sub.2CHCH.sub.2 Q.sub.3 N(CH.sub.3).sub.2 OCH.sub.3 3433     (CH.sub.2).sub.4 O OCH.sub.2CCH Q.sub.3 N(CH.sub.3).sub.2 OCH.sub.3 3434 (     CH.sub.2).sub.4 O OCH.sub.2OC.sub.2 H.sub.5 Q.sub.3 N(CH.sub.3).sub.2     OCH.sub.3     ##STR25##

                                      TABLE 5                                     __________________________________________________________________________    Compound No.                                                                              R.sup.3 R.sup.4     X     Y                Remarks                __________________________________________________________________________    5001        H       CH.sub.3    F     OH               rac                    5002        H       CH.sub.3    F     OCH.sub.3                               5003        H       CH.sub.3    F     OC.sub.2 H.sub.5 rac                    5004        H       CH.sub.3    F     O(CH.sub.2).sub.2Cl                     5005        H       CH.sub.3    F     OCH.sub.2SCH.sub.3                      5006        H       CH.sub.3    F     OCH.sub.2 -Ph                           5007        H       CH.sub.3    F     O-Ph                                    5008        H       CH.sub.3    F     OCH.sub.2CHCH.sub.2                     5009        H       CH.sub.3    F     OCH.sub.2CCH                            5010        H       CH.sub.3    F     OCH.sub.2OC.sub.2 H.sub.5               5011        H       CH.sub.3    F     NH.sub.2                                5012        H       CH.sub.3    F     NHCH.sub. 3                             5013        H       CH.sub.3    F     N(CH.sub.3)-Ph                          5014        H       CH.sub.3    F     NHOH                                    5015        H       CH.sub.3    F     N(CH.sub.3)OH                           5016        H       CH.sub.3    F     NHOCH.sub.3                             5017        H       CH.sub.3    F     NHOCH.sub.2CHCH.sub.2                   5018        H       CH.sub.3    F     NHOCH.sub.2CCH                          5019        H       CH.sub.3    F     NHOCH.sub.2 -Ph                         5020        H       CH.sub.3    F     NHOCH.sub.2CO.sub.2CH.sub.3             5021        H       CH.sub.3    F     NHN(CH.sub.3).sub.2                     5022        H       CH.sub.3    F     NH-2-pyridyl                            5023        H       CH.sub.3    F     N(CH.sub.3).sub.2                       5024        H       CH.sub.3    F     N.sub.3                                 5025        H       CH.sub.3    F     SCH.sub.3                               5026        H       CH.sub.3    F     S-i-C.sub.3 H.sub.7                     5027        H       C.sub.2 H.sub.5                                                                           F     OH                                      5028        H       C.sub.2 H.sub.5                                                                           F     OCH.sub.3                               5029        H       C.sub.2 H.sub.5                                                                           F     OC.sub.2 H.sub.5                        5030        H       C.sub.2 H.sub.5                                                                           F     O(CH.sub.2).sub.2Cl                     5031        H       C.sub.2 H.sub.5                                                                           F     OCH.sub.2SCH.sub.3                      5032        H       C.sub.2 H.sub.5                                                                           F     OCH.sub.2 -Ph                           5033        H       C.sub.2 H.sub.5                                                                           F     O-Ph                                    5034        H       C.sub.2 H.sub.5                                                                           F     OCH.sub.2CHCH.sub.2                     5035        H       C.sub.2 H.sub.5                                                                           F     OCH.sub.2CCH                            5036        H       C.sub.2 H.sub.5                                                                           F     NH.sub.2                                5037        H       C.sub.2 H.sub.5                                                                           F     NHCH.sub.3                              5038        H       C.sub.2 H.sub.5                                                                           F     N(CH.sub.3)-Ph                          5039        H       C.sub.2 H.sub.5                                                                           F     NHOH                                    5040        H       C.sub.2 H.sub.5                                                                           F     N(CH.sub.3)OH                           5041        H       C.sub.2 H.sub.5                                                                           F     NHOCH.sub.3                             5042        H       C.sub.2 H.sub.5                                                                           F     NHOCH.sub.2CHCH.sub.2                   5043        H       C.sub.2 H.sub.5                                                                           F     NHOCH.sub.2CCH                          5044        H       C.sub.2 H.sub.5                                                                           F     NHOCH.sub.2 -Ph                         5045        H       C.sub.2 H.sub.5                                                                           F     NHOCH.sub.2CO.sub.2CH.sub.3             5046        H       C.sub.2 H.sub.5                                                                           F     NHN(CH.sub.3).sub.2                     5047        H       C.sub.2 H.sub.5                                                                           F     NH-2-pyridyl                            5048        H       C.sub.2 H.sub.5                                                                           F     N(CH.sub.3).sub. 2                      5049        H       C.sub.2 H.sub.5                                                                           F     N.sub.3                                 5050        H       C.sub.2 H.sub.5                                                                           F     SCH.sub.3                               5051        H       C.sub.2 H.sub.5                                                                           F     S-i-C.sub.3 H.sub.7                     5052        H       C.sub.3 H.sub.7                                                                           F     OH                                      5053        H       C.sub.3 H.sub.7                                                                           F     OCH.sub.3                               5054        H       C.sub.3 H.sub.7                                                                           F     OC.sub.2 H.sub.5                        5055        H       C.sub.3 H.sub.7                                                                           F     O(CH.sub.2).sub.2Cl                     5056        H       C.sub.3 H.sub.7                                                                           F     OCH.sub.2SCH.sub.3                      5057        H       C.sub.3 H.sub.7                                                                           F     OCH.sub.2 -Ph                           5058        H       C.sub.3 H.sub.7                                                                           F     O-Ph                                    5059        H       C.sub.3 H.sub.7                                                                           F     OCH.sub.2CHCH.sub.2                     5060        H       C.sub.3 H.sub.7                                                                           F     OCH.sub.2CCH                            5061        H       C.sub.3 H.sub.7                                                                           F     OCH.sub.2OC.sub.2 H.sub.5               5062        H       C.sub.3 H.sub.7                                                                           F     NH.sub.2                                5063        H       C.sub.3 H.sub.7                                                                           F     NHCH.sub.3                              5064        H       C.sub.3 H.sub.7                                                                           F     N(CH.sub.3)-Ph                          5065        H       C.sub.3 H.sub.7                                                                           F     NHOH                                    5066        H       C.sub.3 H.sub.7                                                                           F     N(CH.sub.3)OH                           5067        H       C.sub.3 H.sub.7                                                                           F     NHOCH.sub.3                             5068        H       C.sub.3 H.sub.7                                                                           F     NHOCH.sub.2CHCH.sub.2                   5069        H       C.sub.3 H.sub.7                                                                           F     NHOCH.sub.2CCH                          5070        H       C.sub.3 H.sub.7                                                                           F     NHOCH.sub.2 -Ph                         5071        H       C.sub.3 H.sub.7                                                                           F     NHOCH.sub.2CO.sub.2CH.sub.3             5072        H       C.sub.3 H.sub.7                                                                           F     NHN(CH.sub.3).sub.2                     5073        H       C.sub.3 H.sub.7                                                                           F     NH-2-pyridyl                            5074        H       C.sub.3 H.sub.7                                                                           F     N(CH.sub.3).sub.2                       5075        H       C.sub.3 H.sub.7                                                                           F     N.sub.3                                 5076        H       C.sub.3 H.sub.7                                                                           F     SCH.sub.3                               5077        H       C.sub.3 H.sub.7                                                                           F     S-i-C.sub.3 H.sub.7                     5078        H       i-C.sub.3 H.sub.7                                                                         F     OH                                      5079        H       i-C.sub.3 H.sub.7                                                                         F     OCH.sub.3                               5080        H       i-C.sub.3 H.sub.7                                                                         F     OC.sub.2 H.sub.5                        5081        H       i-C.sub.3 H.sub.7                                                                         F     O(CH.sub.2).sub.2Cl                     5082        H       i-C.sub.3 H.sub.7                                                                         F     OCH.sub.2SCH.sub.3                      5083        H       i-C.sub.3 H.sub. 7                                                                        F     OCH.sub.2 -Ph                           5084        H       i-C.sub.3 H.sub.7                                                                         F     O-Ph                                    5085        H       i-C.sub.3 H.sub.7                                                                         F     OCH.sub.2CHCH.sub.2                     5086        H       i-C.sub.3 H.sub.7                                                                         F     OCH.sub.2CCH                            5087        H       i-C.sub.3 H.sub.7                                                                         F     OCH.sub.2OC.sub.2 H.sub.5               5088        H       i-C.sub.3 H.sub.7                                                                         F     NH.sub.2                                5089        H       i-C.sub.3 H.sub.7                                                                         F     NHCH.sub.3                              5090        H       i-C.sub.3 H.sub.7                                                                         F     N(CH.sub.3)-Ph                          5091        H       i-C.sub.3 H.sub.7                                                                         F     NHOH                                    5092        H       i-C.sub.3 H.sub.7                                                                         F     N(CH.sub.3)OH                           5093        H       i-C.sub.3 H.sub.7                                                                         F     NHOCH.sub.3                             5094        H       i-C.sub.3 H.sub.7                                                                         F     NHOCH.sub.2CHCH.sub.2                   5095        H       i-C.sub.3 H.sub.7                                                                         F     NHOCH.sub.2CCH                          5096        H       i-C.sub.3 H.sub.7                                                                         F     NHOCH.sub.2 -Ph                         5097        H       i-C.sub.3 H.sub.7                                                                         F     NHOCH.sub.2CO.sub.2CH.sub.3             5098        H       i-C.sub.3 H.sub.7                                                                         F     NHN(CH.sub.3).sub.2                     5099        H       i-C.sub.3 H.sub.7                                                                         F     NH-2-pyridyl                            5100        H       i-C.sub.3 H.sub.7                                                                         F     N(CH.sub.3).sub.2                       5101        H       i-C.sub.3 H.sub.7                                                                         F     N.sub.3                                 5102        H       i-C.sub.3 H.sub.7                                                                         F     SCH.sub.3                               5103        H       i-C.sub.3 H.sub.7                                                                         F     S-i-C.sub.3 H.sub.7                     5104        CH.sub.3                                                                              H           F     OH                                      5105        CH.sub.3                                                                              H           F     OCH.sub.3                               5106        CH.sub.3                                                                              H           F     OC.sub.2 H.sub.5                        5107        CH.sub.3                                                                              H           F     O(CH.sub.2).sub.2Cl                     5108        CH.sub.3                                                                              H           F     OCH.sub.2SCH.sub.3                      5109        CH.sub.3                                                                              H           F     OCH.sub.2 -Ph                           5110        CH.sub.3                                                                              H           F     O-Ph                                    5111        CH.sub.3                                                                              H           F     OCH.sub.2CHCH.sub.2                     5112        CH.sub.3                                                                              H           F     OCH.sub.2CCH                            5113        CH.sub.3                                                                              H           F     OCH.sub.2OC.sub.2 H.sub.5               5114        CH.sub.3                                                                              H           F     NH.sub.2                                5115        CH.sub.3                                                                              H           F     NHCH.sub.3                              5116        CH.sub.3                                                                              H           F     N(CH.sub.3)-Ph                          5117        CH.sub.3                                                                              H           F     NHOH                                    5118        CH.sub.3                                                                              H           F     N(CH.sub.3)OH                           5119        CH.sub.3                                                                              H           F     NHOCH.sub.3                             5120        CH.sub.3                                                                              H           F     NHOCH.sub.2CHCH.sub.2                   5121        CH.sub.3                                                                              H           F     NHOCH.sub.2CCH                          5122        CH.sub.3                                                                              H           F     NHOCH.sub.2 -Ph                         5123        CH.sub.3                                                                              H           F     NHOCH.sub.2CO.sub.2CH.sub.3             5124        CH.sub.3                                                                              H           F     NHN(CH.sub.3).sub.2                     5125        CH.sub.3                                                                              H           F     NH-2-pyridyl                            5126        CH.sub.3                                                                              H           F     N(CH.sub.3).sub.2                       5127        CH.sub.3                                                                              H           F     N.sub.3                                 5128        CH.sub.3                                                                              H           F     SCH.sub.3                               5129        CH.sub.3                                                                              H           F     S-i-C.sub.3 H.sub.7                     5130        CH.sub.3                                                                              F           F     OH               rac                    5131        CH.sub.3                                                                              F           F     OCH.sub.3        rac                    5132        CH.sub.3                                                                              F           F     OC.sub.2 H.sub.5 rac                    5133        CH.sub.3                                                                              F           F     O(CH.sub.2).sub.2Cl                     5134        CH.sub.3                                                                              F           F     OCH.sub.2SCH.sub.3                      5135        CH.sub.3                                                                              F           F     OCH.sub.2 -Ph                           5136        CH.sub.3                                                                              F           F     O-Ph                                    5137        CH.sub.3                                                                              F           F     OCH.sub.2CHCH.sub.2                     5138        CH.sub.3                                                                              F           F     OCH.sub.2CCH                            5139        CH.sub.3                                                                              F           F     OCH.sub.2OC.sub.2 H.sub.5               5140        CH.sub.3                                                                              F           F     NH.sub.2                                5141        CH.sub.3                                                                              F           F     NHCH.sub.3                              5142        CH.sub.3                                                                              F           F     N(CH.sub.3)-Ph                          5143        CH.sub.3                                                                              F           F     NHOH                                    5144        CH.sub.3                                                                              F           F     N(CH.sub.3)OH                           5145        CH.sub.3                                                                              F           F     NHOCH.sub.3                             5146        CH.sub.3                                                                              F           F     NHOCH.sub.2CHCH.sub.2                   5147        CH.sub.3                                                                              F           F     NHOCH.sub.2CCH                          5148        CH.sub.3                                                                              F           F     NHOCH.sub.2 -Ph                         5149        CH.sub.3                                                                              F           F     NHOCH.sub.2CO.sub.2CH.sub.3             5150        CH.sub.3                                                                              F           F     NHN(CH.sub.3).sub.2                     5151        CH.sub.3                                                                              F           F     NH-2-pyridyl                            5152        CH.sub.3                                                                              F           F     N(CH.sub.3).sub.2                       5153        CH.sub.3                                                                              F           F     N.sub.3                                 5154        CH.sub.3                                                                              F           F     SCH.sub.3                               5155        CH.sub.3                                                                              F           F     S-i-C.sub.3 H.sub.7                     5156a       CH.sub.3                                                                              CH.sub.3    F     OH               erythro                5156b       CH.sub.3                                                                              CH.sub.3    F     OH               threo                  5157a       CH.sub.3                                                                              CH.sub.3    F     OCH.sub.3        erythro                5157b       CH.sub.3                                                                              CH.sub.3    F     OCH.sub.3        threo                  5158a       CH.sub. 3                                                                             CH.sub.3    F     OC.sub.2 H.sub.5 erythro                5158b       CH.sub.3                                                                              CH.sub.3    F     OC.sub.2 H.sub.5 threo                  5159        CH.sub.3                                                                              CH.sub.3    F     O(CH.sub.2).sub.2Cl                     5160        CH.sub.3                                                                              CH.sub.3    F     OCH.sub.2SCH.sub.3                      5161        CH.sub.3                                                                              CH.sub.3    F     OCH.sub.2 -Ph                           5162        CH.sub.3                                                                              CH.sub.3    F     O-Ph                                    5163        CH.sub.3                                                                              CH.sub.3    F     OCH.sub.2CHCH.sub.2                     5164        CH.sub.3                                                                              CH.sub.3    F     OCH.sub.2CCH                            5165        CH.sub.3                                                                              CH.sub.3    F     OCH.sub.2OC.sub.2 H.sub.5               5166        CH.sub.3                                                                              CH.sub.3    F     NH.sub.2                                5167        CH.sub.3                                                                              CH.sub.3    F     NHCH.sub.3                              5168        CH.sub.3                                                                              CH.sub.3    F     N(CH.sub.3)-Ph                          5169        CH.sub.3                                                                              CH.sub.3    F     NHOH                                    5170        CH.sub.3                                                                              CH.sub.3    F     N(CH.sub.3)OH                           5171        CH.sub.3                                                                              CH.sub.3    F     NHOCH.sub.3                             5172        CH.sub.3                                                                              CH.sub.3    F     NHOCH.sub.2CHCH.sub.2                   5173        CH.sub.3                                                                              CH.sub.3    F     NHOCH.sub.2CCH                          5174        CH.sub.3                                                                              CH.sub.3    F     NHOCH.sub.2 -Ph                         5175        CH.sub.3                                                                              CH.sub.3    F     NHOCH.sub.2CO.sub.2CH.sub.3             5176        CH.sub.3                                                                              CH.sub.3    F     NHN(CH.sub.3).sub.2                     5177        CH.sub.3                                                                              CH.sub.3    F     NH-2-pyridyl                            5178a       CH.sub.3                                                                              CH.sub.3    F     N(CH.sub.3).sub.2                                                                              erythro                5178b       CH.sub.3                                                                              CH.sub.3    F     N(CH.sub.3).sub.2                                                                              threo                  5179        CH.sub.3                                                                              CH.sub.3    F     N.sub.3                                 5180        CH.sub.3                                                                              CH.sub.3    F     SCH.sub.3                               5181a       CH.sub.3                                                                              CH.sub.3    F     S-i-C.sub.3 H.sub.7                                                                            erythro                5181b       CH.sub.3                                                                              CH.sub.3    F     S-i-C.sub.3 H.sub.7                                                                            threo                  5182a       CH.sub.3                                                                              C.sub.2 H.sub.5                                                                           F     OH               erythro                5182b       CH.sub.3                                                                              C.sub.2 H.sub.5                                                                           F     OH               threo                  5183        CH.sub.3                                                                              C.sub.2 H.sub.5                                                                           F     OCH.sub.3                               5184a       CH.sub.3                                                                              C.sub.2 H.sub.5                                                                           F     OC.sub.2 H.sub.5 erythro                5184b       CH.sub.3                                                                              C.sub.2 H.sub.5                                                                           F     OC.sub.2 H.sub.5 threo                  5185        CH.sub.3                                                                              C.sub.2 H.sub.5                                                                           F     O(CH.sub.2).sub.2Cl                     5186        CH.sub.3                                                                              C.sub.2 H.sub.5                                                                           F     OCH.sub.2SCH.sub.3                      5187        CH.sub.3                                                                              C.sub.2 H.sub.5                                                                           F     OCH.sub.2 -Ph                           5188        CH.sub.3                                                                              C.sub.2 H.sub.5                                                                           F     O-Ph                                    5189        CH.sub.3                                                                              C.sub.2 H.sub.5                                                                           F     OCH.sub.2CHCH.sub.2                     5190        CH.sub.3                                                                              C.sub.2 H.sub.5                                                                           F     OCH.sub.2CCH                            5191        CH.sub.3                                                                              C.sub.2 H.sub.5                                                                           F     OCH.sub.2OC.sub.2 H.sub.5               5192        CH.sub.3                                                                              C.sub.2 H.sub.5                                                                           F     NH.sub.2                                5193        CH.sub.3                                                                              C.sub.2 H.sub.5                                                                           F     NHCH.sub.3                              5194        CH.sub.3                                                                              C.sub.2 H.sub.5                                                                           F     N(CH.sub.3)-Ph                          5195        CH.sub.3                                                                              C.sub.2 H.sub.5                                                                           F     NHOH                                    5196        CH.sub.3                                                                              C.sub.2 H.sub.5                                                                           F     N(CH.sub.3)OH                           5197        CH.sub.3                                                                              C.sub.2 H.sub.5                                                                           F     NHOCH.sub.3                             5198        CH.sub.3                                                                              C.sub.2 H.sub.5                                                                           F     NHOCH.sub.2CHCH.sub.2                   5199        CH.sub.3                                                                              C.sub.2 H.sub.5                                                                           F     NHOCH.sub.2CCH                          5200        CH.sub.3                                                                              C.sub.2 H.sub.5                                                                           F     NHOCH.sub.2 -Ph                         5201        CH.sub.3                                                                              C.sub.2 H.sub.5                                                                           F     NHOCH.sub.2CO.sub.2CH.sub.3             5202        CH.sub.3                                                                              C.sub.2 H.sub. 5                                                                          F     NHN(CH.sub.3).sub.2                     5203        CH.sub.3                                                                              C.sub.2 H.sub.5                                                                           F     NH-2-pyridyl                            5204        CH.sub.3                                                                              C.sub.2 H.sub.5                                                                           F     N(CH.sub.3).sub.2                       5205        CH.sub.3                                                                              C.sub.2 H.sub.5                                                                           F     N.sub.3                                 5206        CH.sub.3                                                                              C.sub.2 H.sub.5                                                                           F     SCH.sub.3                               5207        CH.sub.3                                                                              C.sub.2 H.sub.5                                                                           F     S-i-C.sub.3 H.sub.7                     5208        CH.sub.3                                                                              n-C.sub.3 H.sub.7                                                                         F     OH                                      5209        CH.sub.3                                                                              n-C.sub.3 H.sub.7                                                                         F     OCH.sub.3                               5210        CH.sub.3                                                                              n-C.sub.3 H.sub.7                                                                         F     OC.sub.2 H.sub.5                        5211        CH.sub.3                                                                              n-C.sub.3 H.sub.7                                                                         F     O(CH.sub.2).sub.2Cl                     5212        CH.sub.3                                                                              n-C.sub.3 H.sub.7                                                                         F     OCH.sub.2SCH.sub.3                      5213        CH.sub.3                                                                              n-C.sub.3 H.sub.7                                                                         F     OCH.sub.2 -Ph                           5214        CH.sub.3                                                                              n-C.sub.3 H.sub.7                                                                         F     O-Ph                                    5215        CH.sub.3                                                                              n-C.sub.3 H.sub.7                                                                         F     OCH.sub.2CHCH.sub.2                     5216        CH.sub.3                                                                              n-C.sub.3 H.sub.7                                                                         F     OCH.sub.2CCH                            5217        CH.sub.3                                                                              n-C.sub.3 H.sub.7                                                                         F     OCH.sub.2OC.sub.2 H.sub.5               5218        CH.sub.3                                                                              n-C.sub.3 H.sub.7                                                                         F     NH.sub.2                                5219        CH.sub.3                                                                              n-C.sub.3 H.sub.7                                                                         F     NHCH.sub.3                              5220        CH.sub.3                                                                              n-C.sub.3 H.sub.7                                                                         F     N(CH.sub.3)-Ph                          5221        CH.sub.3                                                                              n-C.sub.3 H.sub.7                                                                         F     NHOH                                    5222        CH.sub.3                                                                              n-C.sub.3 H.sub.7                                                                         F     N(CH.sub.3)OH                           5223        CH.sub.3                                                                              n-C.sub.3 H.sub.7                                                                         F     NHOCH.sub.3                             5224        CH.sub.3                                                                              n-C.sub.3 H.sub.7                                                                         F     NHOCH.sub.2CHCH.sub.2                   5225        CH.sub.3                                                                              n-C.sub.3 H.sub.7                                                                         F     NHOCH.sub.2CCH                          5226        CH.sub.3                                                                              n-C.sub.3 H.sub.7                                                                         F     NHOCH.sub.2 -Ph                         5227        CH.sub.3                                                                              n-C.sub.3 H.sub.7                                                                         F     NHOCH.sub.2CO.sub.2CH.sub.3             5228        CH.sub.3                                                                              n-C.sub.3 H.sub.7                                                                         F     NHN(CH.sub.3).sub.2                     5229        CH.sub.3                                                                              n-C.sub.3 H.sub.7                                                                         F     NH-2-pyridyl                            5230        CH.sub.3                                                                              n-C.sub.3 H.sub.7                                                                         F     N(CH.sub.3).sub.2                       5231        CH.sub.3                                                                              n-C.sub.3 H.sub.7                                                                         F     N.sub.3                                 5232        CH.sub.3                                                                              n-C.sub.3 H.sub.7                                                                         F     SCH.sub.3                               5233        CH.sub.3                                                                              n-C.sub.3 H.sub.7                                                                         F     S-i-C.sub.3 H.sub.7                     5234        CH.sub.3                                                                              i-C.sub.3 H.sub.7                                                                         F     OH                                      5235        CH.sub.3                                                                              i-C.sub.3 H.sub.7                                                                         F     OCH.sub.3                               5236        CH.sub.3                                                                              i-C.sub.3 H.sub.7                                                                         F     OC.sub.2 H.sub.5                        5237        CH.sub.3                                                                              i-C.sub.3 H.sub.7                                                                         F     O(CH.sub.2).sub.2Cl                     5238        CH.sub.3                                                                              i-C.sub.3 H.sub.7                                                                         F     OCH.sub.2SCH.sub.3                      5239        CH.sub.3                                                                              i-C.sub.3 H.sub.7                                                                         F     OCH.sub.2 -Ph                           5240        CH.sub.3                                                                              i-C.sub.3 H.sub.7                                                                         F     O-Ph                                    5241        CH.sub.3                                                                              i-C.sub.3 H.sub.7                                                                         F     OCH.sub.2CHCH.sub.2                     5242        CH.sub.3                                                                              i-C.sub.3 H.sub.7                                                                         F     OCH.sub.2CCH                            5243        CH.sub.3                                                                              i-C.sub.3 H.sub.7                                                                         F     OCH.sub.2OC.sub.2 H.sub.5               5244        CH.sub.3                                                                              i-C.sub.3 H.sub.7                                                                         F     NH.sub.2                                5245        CH.sub.3                                                                              i-C.sub.3 H.sub.7                                                                         F     NHCH.sub.3                              5246        CH.sub.3                                                                              i-C.sub.3 H.sub.7                                                                         F     N(CH.sub.3)-Ph                          5247        CH.sub.3                                                                              i-C.sub.3 H.sub.7                                                                         F     NHOH                                    5248        CH.sub.3                                                                              i-C.sub.3 H.sub.7                                                                         F     N(CH.sub.3)OH                           5249        CH.sub.3                                                                              i-C.sub.3 H.sub.7                                                                         F     NHOCH.sub.3                             5250        CH.sub.3                                                                              i-C.sub.3 H.sub.7                                                                         F     NHOCH.sub.2CHCH.sub.2                   5251        CH.sub.3                                                                              i-C.sub.3 H.sub.7                                                                         F     NHOCH.sub.2CCH                          5252        CH.sub.3                                                                              i-C.sub.3 H.sub.7                                                                         F     NHOCH.sub.2 -Ph                         5253        CH.sub.3                                                                              i-C.sub.3 H.sub.7                                                                         F     NHOCH.sub.2CO.sub.2CH.sub.3             5254        CH.sub.3                                                                              i-C.sub.3 H.sub.7                                                                         F     NHN(CH.sub.3).sub.2                     5255        CH.sub.3                                                                              i-C.sub.3 H.sub.7                                                                         F     NH-2-pyridyl                            5256        CH.sub.3                                                                              i-C.sub.3 H.sub.7                                                                         F     N(CH.sub.3).sub.2                       5257        CH.sub.3                                                                              i-C.sub.3 H.sub.7                                                                         F     N.sub.3                                 5258        CH.sub.3                                                                              i-C.sub.3 H.sub.7                                                                         F     SCH.sub.3                               5259        CH.sub.3                                                                              i-C.sub.3 H.sub.7                                                                         F     S-i-C.sub.3 H.sub.7                     5260a       CH.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     OH               erythro                5260b       CH.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     OH               threo                  5261a       CH.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     OCH.sub.3        erythro                5261b       CH.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     OCH.sub.3        threo                  5262a       CH.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     OC.sub.2 H.sub.5 erythro                5262b       CH.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     OC.sub.2 H.sub.5 threo                  5263        CH.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     O(CH.sub.2).sub.2Cl                     5264        CH.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     OCH.sub.2SCH.sub.3                      5265        CH.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     OCH.sub.2 -Ph                           5266        CH.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     O-Ph                                    5267        CH.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     OCH.sub.2CHCH.sub.2                     5268        CH.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     OCH.sub.2CCH                            5269        CH.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     OCH.sub.2OC.sub.2 H.sub.5               5270        CH.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     NH.sub.2                                5271        CH.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     NHCH.sub.3                              5272        CH.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     N(CH.sub.3)-Ph                          5273        CH.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     NHOH                                    5274        CH.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     N(CH.sub.3)OH                           5275        CH.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     NHOCH.sub.3                             5276        CH.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     NHOCH.sub.2 CHCH.sub.2                  5277        CH.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     NHOCH.sub.2CCH                          5278        CH.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     NHOCH.sub.2 -Ph                         5279        CH.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     NHOCH.sub.2CO.sub.2CH.sub.3             5280        CH.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     NHN(CH.sub.3).sub.2                     5281        CH.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     NH-2-pyridyl                            5282        CH.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     N(CH.sub.3).sub.2                       5283        CH.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     N.sub.3                                 5284        CH.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     SCH.sub.3                               5285        CH.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     S-i-C.sub.3 H.sub.7                     5286a       CH.sub.3                                                                              CH.sub.2CCH F     OH               erythro                5286b       CH.sub.3                                                                              CH.sub.2CCH F     OH               threo                  5287a       CH.sub.3                                                                              CH.sub.2CCH F     OCH.sub.3        erythro                5287b       CH.sub.3                                                                              CH.sub.2C CH                                                                              F     OCH.sub.3        threo                  5288a       CH.sub.3                                                                              CH.sub.2CCH F     OC.sub.2 H.sub.5 erythro                5288b       CH.sub.3                                                                              CH.sub.2CCH F     OC.sub.2 H.sub.5 threo                  5289        CH.sub.3                                                                              CH.sub.2CCH F     O(CH.sub.2).sub.2Cl                     5290        CH.sub.3                                                                              CH.sub.2CCH F     OCH.sub.2SCH.sub.3                      5291        CH.sub.3                                                                              CH.sub.2CCH F     OCH.sub.2 -Ph                           5292        CH.sub.3                                                                              CH.sub.2CCH F     O-Ph                                    5293        CH.sub.3                                                                              CH.sub.2CCH F     OCH.sub.2CHCH.sub.2                     5294        CH.sub.3                                                                              CH.sub.2CCH F     OCH.sub.2CCH                            5295        CH.sub.3                                                                              CH.sub.2 CCH                                                                              F     OCH.sub.2OC.sub.2 H.sub.5               5296        CH.sub.3                                                                              CH.sub.2CCH F     NH.sub.2                                5297        CH.sub.3                                                                              CH.sub.2CCH F     NHCH.sub.3                              5298        CH.sub.3                                                                              CH.sub.2CCH F     N(CH.sub.3)-Ph                          5299        CH.sub.3                                                                              CH.sub.2CCH F     NHOH                                    5300        CH.sub.3                                                                              CH.sub.2CCH F     N(CH.sub.3)OH                           5301        CH.sub.3                                                                              CH.sub.2CCH F     NHOCH.sub.3                             5302        CH.sub.3                                                                              CH.sub.2CCH F     NHOCH.sub.2CHCH.sub.2                   5303        CH.sub.3                                                                              CH.sub.2CCH F     NHOCH.sub.2CCH                          5304        CH.sub.3                                                                              CH.sub. 2CCH                                                                              F     NHOCH.sub.2 -Ph                         5305        CH.sub.3                                                                              CH.sub.2CCH F     NHOCH.sub.2CO.sub.2CH.sub.3             5306        CH.sub.3                                                                              CH.sub.2CCH F     NHN(CH.sub.3).sub.2                     5307        CH.sub.3                                                                              CH.sub.2CCH F     NH-2-pyridyl                            5308        CH.sub.3                                                                              CH.sub.2CCH F     N(CH.sub.3).sub.2                       5309        CH.sub.3                                                                              CH.sub.2CCH F     N.sub.3                                 5310        CH.sub.3                                                                              CH.sub.2CCH F     SCH.sub.3                               5311        CH.sub.3                                                                              CH.sub.2CCH F     S-i-C.sub.3 H.sub.7                     5312a       CH.sub.3                                                                              CH.sub.2 -Ph                                                                              F     OH               erythro                5312b       CH.sub.3                                                                              CH.sub.2 -Ph                                                                              F     OH               threo                  5313a       CH.sub.3                                                                              CH.sub.2 -Ph                                                                              F     OCH.sub.3        erythro                5313b       CH.sub.3                                                                              CH.sub.2 -Ph                                                                              F     OCH.sub.3        threo                  5314a       CH.sub.3                                                                              CH.sub.2 -Ph                                                                              F     OC.sub.2 H.sub.5 erythro                5314b       CH.sub.3                                                                              CH.sub.2 -Ph                                                                              F     OC.sub.2 H.sub.5 threo                  5315        CH.sub.3                                                                              CH.sub.2 -Ph                                                                              F     O(CH.sub.2).sub.2Cl                     5316        CH.sub.3                                                                              CH.sub.2 -Ph                                                                              F     OCH.sub.2SCH.sub.3                      5317        CH.sub.3                                                                              CH.sub.2 -Ph                                                                              F     OCH.sub.2 -Ph                           5318        CH.sub.3                                                                              CH.sub.2 -Ph                                                                              F     O-Ph                                    5319        CH.sub.3                                                                              CH.sub.2 -Ph                                                                              F     OCH.sub.2CHCH.sub.2                     5320        CH.sub.3                                                                              CH.sub.2 -Ph                                                                              F     OCH.sub.2CCH                            5321        CH.sub.3                                                                              CH.sub.2 -Ph                                                                              F     OCH.sub.2OC.sub.2 H.sub.5               5322        CH.sub.3                                                                              CH.sub.2 -Ph                                                                              F     NH.sub.2                                5323        CH.sub.3                                                                              CH.sub.2 -Ph                                                                              F     NHCH.sub.3                              5324        CH.sub.3                                                                              CH.sub.2 -Ph                                                                              F     N(CH.sub.3)-Ph                          5325        CH.sub.3                                                                              CH.sub.2 -Ph                                                                              F     NHOH                                    5326        CH.sub.3                                                                              CH.sub.2 -Ph                                                                              F     N(CH.sub.3)OH                           5327        CH.sub.3                                                                              CH.sub.2 -Ph                                                                              F     NHOCH.sub.3                             5328        CH.sub.3                                                                              CH.sub.2 -Ph                                                                              F     NHOCH.sub.2CHCH.sub.2                   5329        CH.sub. 3                                                                             CH.sub.2 -Ph                                                                              F     NHOCH.sub.2CCH                          5330        CH.sub.3                                                                              CH.sub.2 -Ph                                                                              F     NHOCH.sub.2 -Ph                         5331        CH.sub.3                                                                              CH.sub.2 -Ph                                                                              F     NHOCH.sub.2CO.sub.2CH.sub.3             5332        CH.sub.3                                                                              CH.sub.2 -Ph                                                                              F     NHN(CH.sub.3).sub.2                     5333        CH.sub.3                                                                              CH.sub.2 -Ph                                                                              F     NH-2-pyridyl                            5334        CH.sub.3                                                                              CH.sub.2 -Ph                                                                              F     N(CH.sub.3).sub.2                       5335        CH.sub.3                                                                              CH.sub.2 -Ph                                                                              F     N.sub.3                                 5336        CH.sub.3                                                                              Ph          F     SCH.sub.3                               5337        CH.sub.3                                                                              Ph          F     S-i-C.sub.3 H.sub.7                     5338        CH.sub.3                                                                              Ph          F     OH                                      5339        CH.sub.3                                                                              Ph          F     OCH.sub.3                               5340        CH.sub.3                                                                              Ph          F     OC.sub.2 H.sub.5                        5341        CH.sub.3                                                                              Ph          F     O(CH.sub.2).sub.2Cl                     5342        CH.sub.3                                                                              Ph          F     OCH.sub.2SCH.sub.3                      5343        CH.sub.3                                                                              Ph          F     OCH.sub.2 -Ph                           5344        CH.sub.3                                                                              Ph          F     O-Ph                                    5345        CH.sub.3                                                                              Ph          F     OCH.sub.2CHCH.sub.2                     5346        CH.sub.3                                                                              Ph          F     OCH.sub.2CCH                            5347        CH.sub.3                                                                              Ph          F     OCH.sub.2OC.sub.2 H.sub.5               5348        CH.sub.3                                                                              Ph          F     NH.sub.2                                5349        CH.sub.3                                                                              Ph          F     NHCH.sub.3                              5350        CH.sub.3                                                                              Ph          F     N(CH.sub.3)-Ph                          5351        CH.sub.3                                                                              Ph          F     NHOH                                    5352        CH.sub.3                                                                              Ph          F     N(CH.sub.3)OH                           5353        CH.sub.3                                                                              Ph          F     NHOCH.sub.3                             5354        CH.sub.3                                                                              Ph          F     NHOCH.sub.2CHCH.sub.2                   5355        CH.sub.3                                                                              Ph          F     NHOCH.sub.2CCH                          5356        CH.sub.3                                                                              Ph          F     NHOCH.sub.2 -Ph                         5357        CH.sub.3                                                                              Ph          F     NHOCH.sub.2CO.sub.2CH.sub.3             5358        CH.sub.3                                                                              Ph          F     NHN(CH.sub.3).sub.2                     5359        CH.sub.3                                                                              Ph          F     NH-2-pyridyl                            5360        CH.sub.3                                                                              Ph          F     N(CH.sub.3).sub.2                       5361        CH.sub.3                                                                              Ph          F     N.sub.3                                 5362        CH.sub.3                                                                              Ph          F     SCH.sub.3                               5363        CH.sub.3                                                                              Ph          F     S-i-C.sub.3 H.sub.7                     5364        C.sub.2 H.sub.5                                                                       H           F     OH                                      5365        C.sub.2 H.sub.5                                                                       H           F     OCH.sub.3                               5366        C.sub.2 H.sub.5                                                                       H           F     OC.sub.2 H.sub.5                        5367        C.sub.2 H.sub.5                                                                       H           F     O(CH.sub.2 ).sub.2Cl                    5368        C.sub.2 H.sub.5                                                                       H           F     OCH.sub.2SCH.sub.3                      5369        C.sub.2 H.sub.5                                                                       H           F     OCH.sub.2 -Ph                           5370        C.sub.2 H.sub.5                                                                       H           F     O-Ph                                    5371        C.sub.2 H.sub.5                                                                       H           F     OCH.sub.2CHCH.sub.2                     5372        C.sub.2 H.sub.5                                                                       H           F     OCH.sub.2CCH                            5373        C.sub.2 H.sub.5                                                                       H           F     OCH.sub.2OC.sub.2 H.sub.5               5374        C.sub.2 H.sub.5                                                                       H           F     NH.sub.2                                5375        C.sub.2 H.sub.5                                                                       H           F     NHCH.sub.3                              5376        C.sub.2 H.sub.5                                                                       H           F     N(CH.sub.3)-Ph                          5377        C.sub.2 H.sub.5                                                                       H           F     NHOH                                    5378        C.sub.2 H.sub.5                                                                       H           F     N(CH.sub.3)OH                           5379        C.sub.2 H.sub.5                                                                       H           F     NHOCH.sub.3                             5380        C.sub.2 H.sub.5                                                                       H           F     NHOCH.sub.2CHCH.sub.2                   5381        C.sub.2 H.sub.5                                                                       H           F     NHOCH.sub.2CCH                          5382        C.sub.2 H.sub.5                                                                       H           F     NHOCH.sub.2 -Ph                         5383        C.sub.2 H.sub.5                                                                       H           F     NH OCH.sub.2CO.sub.2CH.sub.3            5384        C.sub.2 H.sub.5                                                                       H           F     NHN(CH.sub.3).sub.2                     5385        C.sub.2 H.sub.5                                                                       H           F     NH-2-pyridyl                            5386        C.sub.2 H.sub.5                                                                       H           F     N(CH.sub.3).sub.2                       5387        C.sub.2 H.sub.5                                                                       H           F     N.sub.3                                 5388        C.sub.2 H.sub.5                                                                       H           F     SCH.sub.3                               5389        C.sub.2 H.sub.5                                                                       H           F     S-i-C.sub.3 H.sub.7                     5390        C.sub.2 H.sub.5                                                                       CH.sub.3    F     OH                                      5391        C.sub.2 H.sub.5                                                                       CH.sub.3    F     OCH.sub.3                               5392        C.sub.2 H.sub.5                                                                       CH.sub.3    F     OC.sub.2 H.sub.5                        5393        C.sub.2 H.sub.5                                                                       CH.sub.3    F     O(CH.sub.2).sub.2Cl                     5394        C.sub.2 H.sub.5                                                                       CH.sub.3    F     OCH.sub.2SCH.sub.3                      5395        C.sub.2 H.sub.5                                                                       CH.sub.3    F     OCH.sub.2 -Ph                           5396        C.sub.2 H.sub.5                                                                       CH.sub.3    F     O-Ph                                    5397        C.sub.2 H.sub.5                                                                       CH.sub.3    F     OCH.sub.2CHCH.sub.2                     5398        C.sub.2 H.sub.5                                                                       CH.sub.3    F     OCH.sub.2CCH                            5399        C.sub.2 H.sub.5                                                                       CH.sub.3    F     OCH.sub.2OC.sub.2 H.sub.5               5400        C.sub.2 H.sub.5                                                                       CH.sub.3    F     NH.sub.2                                5401        C.sub.2 H.sub.5                                                                       CH.sub.3    F     NHCH.sub.3                              5402        C.sub.2 H.sub.5                                                                       CH.sub.3    F     N(CH.sub.3)-Ph                          5403        C.sub.2 H.sub.5                                                                       CH.sub.3    F     NHOH                                    5404        C.sub.2 H.sub.5                                                                       CH.sub.3    F     N(CH.sub.3)OH                           5405        C.sub.2 H.sub.5                                                                       CH.sub.3    F     NHOCH.sub.3                             5406        C.sub.2 H.sub.5                                                                       CH.sub.3    F     NHOCH.sub.2CHCH.sub.2                   5407        C.sub.2 H.sub.5                                                                       CH.sub.3    F     NHOCH.sub.2CCH                          5408        C.sub.2 H.sub.5                                                                       CH.sub.3    F     NHOCH.sub.2 -Ph                         5409        C.sub.2 H.sub.5                                                                       CH.sub.3    F     NHOCH.sub.2CO.sub.2CH.sub.3             5410        C.sub.2 H.sub.5                                                                       CH.sub.3    F     NHN(CH.sub.3).sub.2                     5411        C.sub.2 H.sub.5                                                                       CH.sub.3    F     NH-2-pyridyl                            5412        C.sub.2 H.sub.5                                                                       CH.sub.3    F     N(CH.sub.3).sub.2                       5413        C.sub.2 H.sub.5                                                                       CH.sub.3    F     N.sub.3                                 5414        C.sub.2 H.sub.5                                                                       CH.sub.3    F     SCH.sub.3                               5415        C.sub.2 H.sub.5                                                                       CH.sub.3    F     S-i-C.sub.3 H.sub.7                     5416        C.sub.2 H.sub.5                                                                       C.sub.2 H.sub.5                                                                           F     OH                                      5417        C.sub.2 H.sub.5                                                                       C.sub.2 H.sub.5                                                                           F     OCH.sub.3                               5418        C.sub.2 H.sub.5                                                                       C.sub.2 H.sub.5                                                                           F     OC.sub.2 H.sub.5                        5419        C.sub.2 H.sub.5                                                                       C.sub.2 H.sub.5                                                                           F     O(CH.sub.2).sub.2Cl                     5420        C.sub.2 H.sub.5                                                                       C.sub.2 H.sub.5                                                                           F     OCH.sub.2SCH.sub.3                      5421        C.sub.2 H.sub.5                                                                       C.sub.2 H.sub.5                                                                           F     OCH.sub.2 -Ph                           5422        C.sub.2 H.sub.5                                                                       C.sub.2 H.sub.5                                                                           F     O-Ph                                    5423        C.sub.2 H.sub.5                                                                       C.sub.2 H.sub.5                                                                           F     OCH.sub.2CHCH.sub.2                     5424        C.sub.2 H.sub.5                                                                       C.sub.2 H.sub.5                                                                           F     OCH.sub.2CCH                            5425        C.sub.2 H.sub.5                                                                       C.sub.2 H.sub.5                                                                           F     OCH.sub.2OC.sub.2 H.sub.5               5426        C.sub.2 H.sub.5                                                                       C.sub.2 H.sub.5                                                                           F     NH.sub.2                                5427        C.sub.2 H.sub.5                                                                       C.sub.2 H.sub.5                                                                           F     NHCH.sub.3                              5428        C.sub.2 H.sub.5                                                                       C.sub.2 H.sub.5                                                                           F     N(CH.sub.3)-Ph                          5429        C.sub.2 H.sub.5                                                                       C.sub. 2 H.sub.5                                                                          F     NHOH                                    5430        C.sub.2 H.sub.5                                                                       C.sub.2 H.sub.5                                                                           F     N(CH.sub.3)OH                           5431        C.sub.2 H.sub.5                                                                       C.sub.2 H.sub.5                                                                           F     NHOCH.sub.3                             5432        C.sub.2 H.sub.5                                                                       C.sub.2 H.sub.5                                                                           F     NHOCH.sub.2CHCH.sub.2                   5433        C.sub.2 H.sub.5                                                                       C.sub.2 H.sub.5                                                                           F     NHOCH.sub.2CCH                          5434        C.sub.2 H.sub.5                                                                       C.sub.2 H.sub.5                                                                           F     NHOCH.sub.2 -Ph                         5435        C.sub.2 H.sub.5                                                                       C.sub.2 H.sub.5                                                                           F     NHOCH.sub.2CO.sub.2CH.sub.3             5436        C.sub.2 H.sub.5                                                                       C.sub.2 H.sub.5                                                                           F     NHN(CH.sub.3).sub.2                     5437        C.sub.2 H.sub.5                                                                       C.sub.2 H.sub.5                                                                           F     NH-2-pyridyl                            5438        C.sub.2 H.sub.5                                                                       C.sub.2 H.sub.5                                                                           F     N(CH.sub.3).sub.2                       5439        C.sub.2 H.sub.5                                                                       C.sub.2 H.sub.5                                                                           F     N.sub.3                                 5440        C.sub.2 H.sub.5                                                                       C.sub.2 H.sub.5                                                                           F     SCH.sub.3                               5441        C.sub.2 H.sub.5                                                                       C.sub.2 H.sub.5                                                                           F     S-i-C.sub.3 H.sub.7                     5442        C.sub.2 H.sub.5                                                                       n-C.sub.3 H.sub.7                                                                         F     OH                                      5443        C.sub.2 H.sub.5                                                                       n-C.sub.3 H.sub.7                                                                         F     OCH.sub.3                               5444        C.sub.2 H.sub.5                                                                       n-C.sub.3 H.sub.7                                                                         F     OC.sub.2 H.sub.5                        5445        C.sub.2 H.sub.5                                                                       n-C.sub.3 H.sub.7                                                                         F     O(CH.sub.2).sub.2Cl                     5446        C.sub.2 H.sub.5                                                                       n-C.sub.3 H.sub.7                                                                         F     OCH.sub.2SCH.sub.3                      5447        C.sub.2 H.sub.5                                                                       n-C.sub.3 H.sub.7                                                                         F     OCH.sub.2 -Ph                           5448        C.sub.2 H.sub.5                                                                       n-C.sub.3 H.sub.7                                                                         F     O-Ph                                    5449        C.sub.2 H.sub.5                                                                       n-C.sub.3 H.sub.7                                                                         F     OCH.sub.2CHCH.sub.2                     5450        C.sub.2 H.sub.5                                                                       n-C.sub.3 H.sub.7                                                                         F     OCH.sub.2CCH                            5451        C.sub.2 H.sub.5                                                                       n-C.sub.3 H.sub.7                                                                         F     OCH.sub.2OC.sub.2 H.sub.5               5452        C.sub.2 H.sub.5                                                                       n-C.sub.3 H.sub.7                                                                         F     NH.sub.2                                5453        C.sub.2 H.sub.5                                                                       n-C.sub.3 H.sub.7                                                                         F     NHCH.sub.3                              5454        C.sub.2 H.sub.5                                                                       n-C.sub.3 H.sub.7                                                                         F     N(CH.sub.3)-Ph                          5455        C.sub.2 H.sub.5                                                                       n-C.sub.3 H.sub.7                                                                         F     NHOH                                    5456        C.sub.2 H.sub.5                                                                       n-C.sub.3 H.sub. 7                                                                        F     N(CH.sub.3)OH                           5457        C.sub.2 H.sub.5                                                                       n-C.sub.3 H.sub.7                                                                         F     NHOCH.sub.3                             5458        C.sub.2 H.sub.5                                                                       n-C.sub.3 H.sub.7                                                                         F     NHOCH.sub.2CHCH.sub.2                   5459        C.sub.2 H.sub.5                                                                       n-C.sub.3 H.sub.7                                                                         F     NHOCH.sub.2CCH                          5460        C.sub.2 H.sub.5                                                                       n-C.sub.3 H.sub.7                                                                         F     NHOCH.sub.2 -Ph                         5461        C.sub.2 H.sub.5                                                                       n-C.sub.3 H.sub.7                                                                         F     NHOCH.sub.2CO.sub.2CH.sub.3             5462        C.sub.2 H.sub.5                                                                       n-C.sub.3 H.sub.7                                                                         F     NHN(CH.sub.3).sub.2                     5463        C.sub.2 H.sub.5                                                                       n-C.sub.3 H.sub.7                                                                         F     NH-2-pyridyl                            5464        C.sub.2 H.sub.5                                                                       n-C.sub.3 H.sub.7                                                                         F     N(CH.sub.3).sub.2                       5465        C.sub.2 H.sub.5                                                                       n-C.sub.3 H.sub.7                                                                         F     N.sub.3                                 5466        C.sub.2 H.sub.5                                                                       n-C.sub.3 H.sub.7                                                                         F     SCH.sub.3                               5467        C.sub.2 H.sub.5                                                                       n-C.sub.3 H.sub.7                                                                         F     S-i-C.sub.3 H.sub.7                     5468        C.sub.2 H.sub.5                                                                       i-C.sub.3 H.sub.7                                                                         F     OH                                      5469        C.sub.2 H.sub.5                                                                       i-C.sub.3 H.sub.7                                                                         F     OCH.sub.3                               5470        C.sub. 2 H.sub.5                                                                      i-C.sub.3 H.sub.7                                                                         F     OC.sub.2 H.sub.5                        5471        C.sub.2 H.sub.5                                                                       i-C.sub.3 H.sub.7                                                                         F     O(CH.sub.2).sub.2Cl                     5472        C.sub.2 H.sub.5                                                                       i-C.sub.3 H.sub.7                                                                         F     OCH.sub.2SCH.sub.3                      5473        C.sub.2 H.sub.5                                                                       i-C.sub.3 H.sub.7                                                                         F     OCH.sub.2 -Ph                           5474        C.sub.2 H.sub.5                                                                       i-C.sub.3 H.sub.7                                                                         F     O-Ph                                    5475        C.sub.2 H.sub.5                                                                       i-C.sub.3 H.sub.7                                                                         F     OCH.sub.2CHCH.sub.2                     5476        C.sub.2 H.sub.5                                                                       i-C.sub.3 H.sub.7                                                                         F     OCH.sub.2CCH                            5477        C.sub.2 H.sub.5                                                                       i-C.sub.3 H.sub.7                                                                         F     OCH.sub.2OC.sub.2 H.sub.5               5478        C.sub.2 H.sub.5                                                                       i-C.sub.3 H.sub.7                                                                         F     NH.sub.2                                5479        C.sub.2 H.sub.5                                                                       i-C.sub.3 H.sub.7                                                                         F     NHCH.sub.3                              5480        C.sub.2 H.sub.5                                                                       i-C.sub.3 H.sub.7                                                                         F     N(CH.sub.3)-Ph                          5481        C.sub.2 H.sub.5                                                                       i-C.sub.3 H.sub.7                                                                         F     NHOH                                    5482        C.sub.2 H.sub.5                                                                       i-C.sub.3 H.sub.7                                                                         F     N(CH.sub.3)OH                           5483        C.sub.2 H.sub.5                                                                       i-C.sub.3 H.sub. 7                                                                        F     NHOCH.sub.3                             5484        C.sub.2 H.sub.5                                                                       i-C.sub.3 H.sub.7                                                                         F     NHOCH.sub.2CHCH.sub.2                   5485        C.sub.2 H.sub.5                                                                       i-C.sub.3 H.sub.7                                                                         F     NHOCH.sub.2CCH                          5486        C.sub.2 H.sub.5                                                                       i-C.sub.3 H.sub.7                                                                         F     NHOCH.sub.2 -Ph                         5487        C.sub.2 H.sub.5                                                                       i-C.sub.3 H.sub.7                                                                         F     NHOCH.sub.2CO.sub.2CH.sub.3             5488        C.sub.2 H.sub.5                                                                       i-C.sub.3 H.sub.7                                                                         F     NHN(CH.sub.3).sub.2                     5489        C.sub.2 H.sub.5                                                                       i-C.sub.3 H.sub.7                                                                         F     NH-2-pyridyl                            5490        C.sub.2 H.sub.5                                                                       i-C.sub.3 H.sub.7                                                                         F     N(CH.sub.3).sub.2                       5491        C.sub.2 H.sub.5                                                                       i-C.sub.3 H.sub.7                                                                         F     N.sub.3                                 5492        C.sub.2 H.sub.5                                                                       i-C.sub.3 H.sub.7                                                                         F     SCH.sub.3                               5493        C.sub.2 H.sub.5                                                                       i-C.sub.3 H.sub.7                                                                         F     S-i-C.sub.3 H.sub.7                     5494        n-C.sub.3 H.sub.7                                                                     H           F     OH                                      5495        n-C.sub.3 H.sub.7                                                                     H           F     OCH.sub.3                               5496        n-C.sub.3 H.sub.7                                                                     H           F     OC.sub.2 H.sub.5                        5497        n-C.sub.3 H.sub.7                                                                     H           F     O(CH.sub.2 ).sub.2Cl                    5498        n-C.sub.3 H.sub.7                                                                     H           F     OCH.sub.2SCH.sub.3                      5499        n-C.sub.3 H.sub.7                                                                     H           F     OCH.sub.2 -Ph                           5500        n-C.sub.3 H.sub.7                                                                     H           F     O-Ph                                    5501        n-C.sub.3 H.sub.7                                                                     H           F     OCH.sub.2CHCH.sub.2                     5502        n-C.sub.3 H.sub.7                                                                     H           F     OCH.sub.2CCH                            5503        n-C.sub.3 H.sub.7                                                                     H           F     OCH.sub.2OC.sub.2 H.sub.5               5504        n-C.sub.3 H.sub.7                                                                     H           F     NH.sub.2                                5505        n-C.sub.3 H.sub.7                                                                     H           F     NHCH.sub.3                              5506        n-C.sub.3 H.sub.7                                                                     H           F     N(CH.sub.3)-Ph                          5507        n-C.sub.3 H.sub.7                                                                     H           F     NHOH                                    5508        n-C.sub.3 H.sub.7                                                                     H           F     N(CH.sub.3)OH                           5509        n-C.sub.3 H.sub.7                                                                     H           F     NHOCH.sub.3                             5510        n-C.sub.3 H.sub.7                                                                     H           F     NHOCH.sub.2CHCH.sub.2                   5511        n-C.sub.3 H.sub.7                                                                     H           F     NHOCH.sub.2CCH                          5512        n-C.sub.3 H.sub.7                                                                     H           F     NHOCH.sub.2 -Ph                         5513        n-C.sub.3 H.sub.7                                                                     H           F     NH OCH.sub.2CO.sub.2CH.sub.3            5514        n-C.sub.3 H.sub.7                                                                     H           F     NHN(CH.sub.3).sub.2                     5515        n-C.sub.3 H.sub.7                                                                     H           F     NH-2-pyridyl                            5516        n-C.sub.3 H.sub.7                                                                     H           F     N(CH.sub.3).sub.2                       5517        n-C.sub.3 H.sub.7                                                                     H           F     N.sub.3                                 5518        n-C.sub.3 H.sub.7                                                                     H           F     SCH.sub.3                               5519        n-C.sub.3 H.sub.7                                                                     H           F     S-i-C.sub.3 H.sub.7                     5520        n-C.sub.3 H.sub.7                                                                     F           F     OH               rac                    5521        n-C.sub.3 H.sub.7                                                                     F           F     OCH.sub.3        rac                    5522        n-C.sub.3 H.sub.7                                                                     F           F     OCH.sub.3        rac                    5523        n-C.sub.3 H.sub.7                                                                     F           F     OC.sub.2 H.sub.5                        5524        n-C.sub.3 H.sub.7                                                                     F           F     O(CH.sub.2).sub.2Cl                     5525        n-C.sub.3 H.sub.7                                                                     F           F     OCH.sub.2SCH.sub.3                      5526        n-C.sub.3 H.sub.7                                                                     F           F     OCH.sub.2 -Ph                           5527        n-C.sub.3 H.sub.7                                                                     F           F     O-Ph                                    5528        n-C.sub.3 H.sub.7                                                                     F           F     OCH.sub.2CHCH.sub.2                     5529        n-C.sub.3 H.sub.7                                                                     F           F     OCH.sub.2CCH                            5530        n-C.sub.3 H.sub.7                                                                     F           F     OCH.sub.2 OC.sub.2 H.sub.5              5531        n-C.sub.3 H.sub.7                                                                     F           F     NH.sub.2                                5532        n-C.sub.3 H.sub.7                                                                     F           F     NHCH.sub.3                              5533        n-C.sub.3 H.sub.7                                                                     F           F     N(CH.sub.3)-Ph                          5534        n-C.sub.3 H.sub.7                                                                     F           F     NHOH                                    5535        n-C.sub.3 H.sub.7                                                                     F           F     N(CH.sub.3)OH                           5536        n-C.sub.3 H.sub.7                                                                     F           F     NHOCH.sub.3                             5537        n-C.sub.3 H.sub.7                                                                     F           F     NHOCH.sub.2CHCH.sub.2                   5538        n-C.sub.3 H.sub.7                                                                     F           F     NHOCH.sub.2CCH                          5539        n-C.sub.3 H.sub.7                                                                     F           F     NHOCH.sub.2 -Ph                         5540        n-C.sub.3 H.sub.7                                                                     F           F     NHOCH.sub.2CO.sub.2CH.sub.3             5541        n-C.sub.3 H.sub.7                                                                     F           F     NHN(CH.sub.3).sub.2                     5542        n-C.sub.3 H.sub.7                                                                     F           F     NH-2-pyridyl                            5543        n-C.sub.3 H.sub.7                                                                     F           F     N(CH.sub.3).sub.2                       5544        n-C.sub.3 H.sub.7                                                                     F           F     N.sub.3                                 5545        n-C.sub.3 H.sub.7                                                                     F           F     SCH.sub.3                               5546        n-C.sub.3 H.sub.7                                                                     F           F     S-i-C.sub.3 H.sub.7                     5547        n-C.sub.3 H.sub.7                                                                     CH.sub.3    F     OH                                      5548        n-C.sub. 3 H.sub.7                                                                    CH.sub.3    F     OCH.sub.3                               5549        n-C.sub.3 H.sub.7                                                                     CH.sub.3    F     OC.sub.2 H.sub.5                        5550        n-C.sub.3 H.sub.7                                                                     CH.sub.3    F     O(CH.sub.2).sub.2Cl                     5551        n-C.sub.3 H.sub.7                                                                     CH.sub.3    F     OCH.sub.2SCH.sub.3                      5552        n-C.sub.3 H.sub.7                                                                     CH.sub.3    F     OCH.sub.2 -Ph                           5553        n-C.sub.3 H.sub.7                                                                     CH.sub.3    F     O-Ph                                    5554        n-C.sub.3 H.sub.7                                                                     CH.sub.3    F     OCH.sub.2CHCH.sub.2                     5555        n-C.sub.3 H.sub.7                                                                     CH.sub.3    F     OCH.sub.2CCH                            5556        n-C.sub.3 H.sub.7                                                                     CH.sub.3    F     OCH.sub.2OC.sub.2 H.sub.5               5557        n-C.sub.3 H.sub.7                                                                     CH.sub.3    F     NH.sub.2                                5558        n-C.sub.3 H.sub.7                                                                     CH.sub.3    F     NHCH.sub.3                              5559        n-C.sub.3 H.sub.7                                                                     CH.sub.3    F     N(CH.sub.3)-Ph                          5560        n-C.sub.3 H.sub.7                                                                     CH.sub.3    F     NHOH                                    5561        n-C.sub.3 H.sub.7                                                                     CH.sub.3    F     N(CH.sub.3)OH                           5562        n-C.sub.3 H.sub.7                                                                     CH.sub.3    F     NHOCH.sub.3                             5563        n-C.sub.3 H.sub.7                                                                     CH.sub.3    F     NHOCH.sub. 2CHCH.sub.2                  5564        n-C.sub.3 H.sub.7                                                                     CH.sub.3    F     NHOCH.sub.2CCH                          5565        n-C.sub.3 H.sub.7                                                                     CH.sub.3    F     NHOCH.sub.2 -Ph                         5566        n-C.sub.3 H.sub.7                                                                     CH.sub.3    F     NHOCH.sub.2CO.sub.2CH.sub.3             5567        n-C.sub.3 H.sub.7                                                                     CH.sub.3    F     NHN(CH.sub.3).sub.2                     5568        n-C.sub.3 H.sub.7                                                                     CH.sub.3    F     NH-2-pyridyl                            5569        n-C.sub.3 H.sub.7                                                                     CH.sub.3    F     N(CH.sub.3).sub.2                       5570        n-C.sub.3 H.sub.7                                                                     CH.sub.3    F     N.sub.3                                 5571        n-C.sub.3 H.sub.7                                                                     CH.sub.3    F     SCH.sub.3                               5572        n-C.sub.3 H.sub.7                                                                     CH.sub.3    F     S-i-C.sub.3 H.sub.7                     5573        n-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     OH                                      5574        n-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     OCH.sub.3                               5575        n-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     OC.sub.2 H.sub.5                        5576        n-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     O(CH.sub.2).sub.2Cl                     5577        n-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     OCH.sub.2SCH.sub.3                      5578        n-C.sub.3 H.sub.7                                                                     C.sub. 2 H.sub.5                                                                          F     OCH.sub.2 -Ph                           5579        n-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     O-Ph                                    5580        n-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     OCH.sub.2CHCH.sub.2                     5581        n-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     OCH.sub.2CCH                            5582        n-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     OCH.sub.2OC.sub.2 H.sub.5               5583        n-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     NH.sub.2                                5584        n-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     NHCH.sub.3                              5585        n-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     N(CH.sub.3)-Ph                          5586        n-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     NHOH                                    5587        n-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     N(CH.sub.3)OH                           5588        n-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     NHOCH.sub.3                             5589        n-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     NHOCH.sub.2CHCH.sub.2                   5590        n-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     NHOCH.sub.2CCH                          5591        n-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     NHOCH.sub.2 -Ph                         5592        n-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     NHOCH.sub.2CO.sub.2CH.sub.3             5593        n-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     NHN(CH.sub.3).sub.2                     5594        n-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     NH-2-pyridyl                            5595        n-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     N(CH.sub.3).sub.2                       5596        n-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     N.sub.3                                 5597        n-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     SCH.sub.3                               5598        n-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     S-i-C.sub.3 H.sub.7                     5599        i-C.sub.3 H.sub.7                                                                     H           F     OH                                      5600        i-C.sub.3 H.sub.7                                                                     H           F     OCH.sub.3                               5601        i-C.sub.3 H.sub.7                                                                     H           F     OC.sub.2 H.sub.5                        5602        i-C.sub.3 H.sub.7                                                                     H           F     O(CH.sub.2).sub.2Cl                     5603        i-C.sub.3 H.sub.7                                                                     H           F     OCH.sub.2SCH.sub.3                      5604        i-C.sub.3 H.sub.7                                                                     H           F     OCH.sub.2 -Ph                           5605        i-C.sub.3 H.sub.7                                                                     H           F     O-Ph                                    5606        i-C.sub.3 H.sub.7                                                                     H           F     OCH.sub.2CHCH.sub.2                     5607        i-C.sub.3 H.sub.7                                                                     H           F     OCH.sub.2CCH                            5608        i-C.sub.3 H.sub.7                                                                     H           F     OCH.sub.2OC.sub.2 H.sub.5               5609        i-C.sub.3 H.sub.7                                                                     H           F     NH.sub.2                                5610        i-C.sub.3 H.sub.7                                                                     H           F     NHCH.sub.3                              5611        i-C.sub.3 H.sub.7                                                                     H           F     N(CH.sub.3)-Ph                          5612        i-C.sub.3 H.sub.7                                                                     H           F     NHOH                                    5613        i-C.sub.3 H.sub.7                                                                     H           F     N(CH.sub.3)OH                           5614        i-C.sub.3 H.sub.7                                                                     H           F     NHOCH.sub.3                             5615        i-C.sub.3 H.sub.7                                                                     H           F     NHOCH.sub.2CHCH.sub.2                   5616        i-C.sub.3 H.sub.7                                                                     H           F     NHOCH.sub.2CCH                          5617        i-C.sub.3 H.sub.7                                                                     H           F     NHOCH.sub.2 -Ph                         5618        i-C.sub.3 H.sub.7                                                                     H           F     NHOCH.sub.2CO.sub.2CH.sub.3             5619        i-C.sub.3 H.sub.7                                                                     H           F     NHN(CH.sub.3).sub.2                     5620        i-C.sub.3 H.sub.7                                                                     H           F     NH-2-pyridyl                            5621        i-C.sub.3 H.sub.7                                                                     H           F     N(CH.sub.3).sub.2                       5622        i-C.sub.3 H.sub.7                                                                     H           F     N.sub.3                                 5623        i-C.sub.3 H.sub. 7                                                                    H           F     SCH.sub.3                               5624        i-C.sub.3 H.sub.7                                                                     H           F     S-i-C.sub.3 H.sub.7                     5625        i-C.sub.3 H.sub.7                                                                     F           F     OH               rac                    5626        i-C.sub.3 H.sub.7                                                                     F           F     OCH.sub.3        rac                    5627        i-C.sub.3 H.sub.7                                                                     F           F     OC.sub.2 H.sub.5 rac                    5628        i-C.sub.3 H.sub.7                                                                     F           F     O(CH.sub.2).sub.2Cl                     5629        i-C.sub.3 H.sub.7                                                                     F           F     OCH.sub.2SCH.sub.3                      5630        i-C.sub.3 H.sub.7                                                                     F           F     OCH.sub.2 -Ph                           5631        i-C.sub.3 H.sub.7                                                                     F           F     O-Ph                                    5632        i-C.sub.3 H.sub.7                                                                     F           F     OCH.sub.2CHCH.sub.2                     5633        i-C.sub.3 H.sub.7                                                                     F           F     OCH.sub.2CCH                            5634        i-C.sub.3 H.sub.7                                                                     F           F     OCH.sub.2OC.sub.2 H.sub.5               5635        i-C.sub.3 H.sub.7                                                                     F           F     NH.sub.2                                5636        i-C.sub.3 H.sub.7                                                                     F           F     NHCH.sub.3                              5637        i-C.sub.3 H.sub.7                                                                     F           F     N(CH.sub.3)-Ph                          5638        i-C.sub.3 H.sub.7                                                                     F           F     NHOH                                    5639        i-C.sub.3 H.sub.7                                                                     F           F     N(CH.sub.3)OH                           5640        i-C.sub.3 H.sub.7                                                                     F           F     NHOCH.sub.3                             5641        i-C.sub.3 H.sub.7                                                                     F           F     NHOCH.sub.2CHCH.sub.2                   5642        i-C.sub.3 H.sub.7                                                                     F           F     NHOCH.sub.2CCH                          5643        i-C.sub.3 H.sub.7                                                                     F           F     NHOCH.sub.2 -Ph                         5644        i-C.sub.3 H.sub.7                                                                     F           F     NHOCH.sub.2CO.sub.2CH.sub.3             5645        i-C.sub.3 H.sub.7                                                                     F           F     NHN(CH.sub.3).sub.2                     5646        i-C.sub.3 H.sub.7                                                                     F           F     NH-2-pyridyl                            5647        i-C.sub.3 H.sub.7                                                                     F           F     N(CH.sub.3).sub.2                       5648        i-C.sub.3 H.sub.7                                                                     F           F     N.sub.3                                 5649        i-C.sub.3 H.sub.7                                                                     F           F     SCH.sub.3                               5650        i-C.sub.3 H.sub.7                                                                     F           F     S-i-C.sub.3 H.sub.7                     5651a       i-C.sub.3 H.sub.7                                                                     CH.sub.3    F     OH               erythro                5651b       i-C.sub.3 H.sub.7                                                                     CH.sub.3    F     OH               threo                  5652        i-C.sub.3 H.sub.7                                                                     CH.sub.3    F     OCH.sub.3                               5653a       i-C.sub.3 H.sub.7                                                                     CH.sub.3    F     OC.sub.2 H.sub.5 erythro                5653b       i-C.sub.3 H.sub.7                                                                     CH.sub.3    F     OC.sub.2 H.sub.5 threo                  5654        i-C.sub.3 H.sub.7                                                                     CH.sub.3    F     O(CH.sub.2).sub.2 Cl                    5655        i-C.sub.3 H.sub.7                                                                     CH.sub.3    F     OCH.sub.2SCH.sub.3                      5656        i-C.sub.3 H.sub.7                                                                     CH.sub.3    F     OCH.sub.2 -Ph                           5657        i-C.sub.3 H.sub.7                                                                     CH.sub.3    F     O-Ph                                    5658        i-C.sub.3 H.sub.7                                                                     CH.sub.3    F     OCH.sub.2CHCH.sub.2                     5659        i-C.sub.3 H.sub.7                                                                     CH.sub.3    F     OCH.sub.2CCH                            5660        i-C.sub.3 H.sub.7                                                                     CH.sub.3    F     OCH.sub.2OC.sub.2 H.sub.5               5661        i-C.sub.3 H.sub.7                                                                     CH.sub.3    F     NH.sub.2                                5662        i-C.sub.3 H.sub.7                                                                     CH.sub.3    F     NHCH.sub.3                              5663        i-C.sub.3 H.sub.7                                                                     CH.sub.3    F     N(CH.sub.3)-Ph                          5664        i-C.sub.3 H.sub.7                                                                     CH.sub.3    F     NHOH                                    5665        i-C.sub.3 H.sub.7                                                                     CH.sub.3    F     N(CH.sub.3)OH                           5666        i-C.sub.3 H.sub.7                                                                     CH.sub.3    F     NHOCH.sub.3                             5667        i-C.sub.3 H.sub.7                                                                     CH.sub.3    F     NHOCH.sub.2CHCH.sub.2                   5668        i-C.sub.3 H.sub.7                                                                     CH.sub.3    F     NHOCH.sub.2CCH                          5669        i-C.sub.3 H.sub.7                                                                     CH.sub.3    F     NHOCH.sub.2 -Ph                         5670        i-C.sub.3 H.sub.7                                                                     CH.sub.3    F     NHOCH.sub.2CO.sub.2CH.sub.3             5671        i-C.sub.3 H.sub.7                                                                     CH.sub.3    F     NHN(CH.sub.3).sub.2                     5672        i-C.sub.3 H.sub.7                                                                     CH.sub.3    F     NH-2-pyridyl                            5673        i-C.sub.3 H.sub.7                                                                     CH.sub.3    F     N(CH.sub.3).sub.2                       5674        i-C.sub.3 H.sub.7                                                                     CH.sub.3    F     N.sub.3                                 5675        i-C.sub.3 H.sub.7                                                                     CH.sub.3    F     SCH.sub.3                               5676        i-C.sub.3 H.sub.7                                                                     CH.sub.3    F     S-i-C.sub.3 H.sub.7                     5677        i-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     OH                                      5678        i-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     OCH.sub.3                               5679        i-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     OC.sub.2 H.sub.5                        5680        i-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     O(CH.sub.2).sub.2Cl                     5681        i-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     OCH.sub.2SCH.sub.3                      5682        i-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     OCH.sub.2 -Ph                           5683        i-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     O-Ph                                    5684        i-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     OCH.sub.2CHCH.sub.2                     5685        i-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     OCH.sub.2CCH                            5686        i-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     OCH.sub.2OC.sub.2 H.sub.5               5687        i-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     NH.sub.2                                5688        i-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     NHCH.sub.3                              5689        i-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     N(CH.sub.3)-Ph                          5690        i-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     NHOH                                    5691        i-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     N(CH.sub.3)OH                           5692        i-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     NHOCH.sub.3                             5693        i-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     NHOCH.sub.2CHCH.sub.2                   5694        i-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     NHOCH.sub.2CCH                          5695        i-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     NHOCH.sub.2 -Ph                         5696        i-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     NHOCH.sub.2CO.sub.2CH.sub.3             5697        i-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     NHN(CH.sub.3).sub.2                     5698        i-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     NH-2-pyridyl                            5699        i-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     N(CH.sub.3).sub.2                       5700        i-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     N.sub.3                                 5701        i-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     SCH.sub.3                               5702        i-C.sub.3 H.sub.7                                                                     C.sub.2 H.sub.5                                                                           F     S-i-C.sub.3 H.sub.7                     5703        n-C.sub.4 H.sub.9                                                                     H           F     OH                                      5704        n-C.sub.4 H.sub.9                                                                     H           F     OCH.sub.3                               5705        n-C.sub.4 H.sub.9                                                                     H           F     OC.sub.2 H.sub.5                        5706        n-C.sub.4 H.sub.9                                                                     H           F     O(CH.sub.2).sub.2Cl                     5707        n-C.sub.4 H.sub.9                                                                     H           F     OCH.sub.2SCH.sub.3                      5708        n-C.sub.4 H.sub.9                                                                     H           F     OCH.sub.2 -Ph                           5709        n-C.sub.4 H.sub.9                                                                     H           F     OPh                                     5710        n-C.sub.4 H.sub.9                                                                     H           F     OCH.sub.2CHCH.sub.2                     5711        n-C.sub.4 H.sub.9                                                                     H           F     OCH.sub.2CCH                            5712        n-C.sub.4 H.sub.9                                                                     H           F     OCH.sub.2OC.sub.2 H.sub.5               5713        n-C.sub.4 H.sub.9                                                                     H           F     NH.sub.2                                5714        n-C.sub.4 H.sub.9                                                                     H           F     NHCH.sub.3                              5715        n-C.sub.4 H.sub.9                                                                     H           F     N(CH.sub.3)-Ph                          5716        n-C.sub.4 H.sub.9                                                                     H           F     NHOH                                    5717        n-C.sub.4 H.sub.9                                                                     H           F     N(CH.sub.3)OH                           5718        n-C.sub.4 H.sub.9                                                                     H           F     NHOCH.sub.3                             5719        n-C.sub.4 H.sub.9                                                                     H           F     NHOCH.sub.2CHCH.sub.2                   5720        n-C.sub.4 H.sub.9                                                                     H           F     NHOCH.sub.2CCH                          5721        n-C.sub.4 H.sub.9                                                                     H           F     NHOCH.sub.2 -Ph                         5722        n-C.sub.4 H.sub.9                                                                     H           F     NHOCH.sub.2CO.sub.2CH.sub.3             5723        n-C.sub.4 H.sub.9                                                                     H           F     NHN(CH.sub.3).sub.2                     5724        n-C.sub.4 H.sub.9                                                                     H           F     NH-2-pyridyl                            5725        n-C.sub.4 H.sub.9                                                                     H           F     N(CH.sub.3).sub.2                       5726        n-C.sub.4 H.sub.9                                                                     H           F     N.sub.3                                 5727        n-C.sub.4 H.sub.9                                                                     H           F     SCH.sub.3                               5728        n-C.sub.4 H.sub.9                                                                     H           F     S-i-C.sub.3 H.sub.7                     5729        n-C.sub.4 H.sub.9                                                                     CH.sub.3    F     OH                                      5730        n-C.sub.4 H.sub.9                                                                     CH.sub.3    F     OCH.sub.3                               5731        n-C.sub.4 H.sub.9                                                                     CH.sub.3    F     OC.sub.2 H.sub.5                        5732        n-C.sub.4 H.sub.9                                                                     CH.sub.3    F     O(CH.sub.2).sub.2Cl                     5733        n-C.sub.4 H.sub.9                                                                     CH.sub.3    F     OCH.sub.2SCH.sub.3                      5734        n-C.sub.4 H.sub.9                                                                     CH.sub.3    F     OCH.sub.2 -Ph                           5735        n-C.sub.4 H.sub.9                                                                     CH.sub.3    F     O-Ph                                    5736        n-C.sub.4 H.sub.9                                                                     CH.sub.3    F     OCH.sub.2CHCH.sub.2                     5737        n-C.sub.4 H.sub.9                                                                     CH.sub.3    F     OCH.sub.2CCH                            5738        n-C.sub.4 H.sub.9                                                                     CH.sub.3    F     OCH.sub.2OC.sub.2 H.sub.5               5739        n-C.sub.4 H.sub.9                                                                     CH.sub.3    F     NH.sub.2                                5740        n-C.sub.4 H.sub.9                                                                     CH.sub.3    F     NHCH.sub.3                              5741        n-C.sub.4 H.sub.9                                                                     CH.sub.3    F     N(CH.sub.3)-Ph                          5742        n-C.sub.4 H.sub.9                                                                     CH.sub.3    F     NHOH                                    5743        n-C.sub.4 H.sub.9                                                                     CH.sub.3    F     N(CH.sub.3)OH                           5744        n-C.sub.4 H.sub.9                                                                     CH.sub.3    F     NHOCH.sub.3                             5745        n-C.sub.4 H.sub.9                                                                     CH.sub.3    F     NHOCH.sub.2CHCH.sub.2                   5746        n-C.sub. 4 H.sub.9                                                                    CH.sub.3    F     NHOCH.sub.2CCH                          5747        n-C.sub.4 H.sub.9                                                                     CH.sub.3    F     NHOCH.sub.2 -Ph                         5748        n-C.sub.4 H.sub.9                                                                     CH.sub.3    F     NHOCH.sub.2CO.sub.2CH.sub.3             5749        n-C.sub.4 H.sub.9                                                                     CH.sub.3    F     NHN(CH.sub.3).sub.2                     5750        n-C.sub.4 H.sub.9                                                                     CH.sub.3    F     NH-2-pyridyl                            5751        n-C.sub.4 H.sub.9                                                                     CH.sub.3    F     N(CH.sub.3).sub.2                       5752        n-C.sub.4 H.sub.9                                                                     CH.sub.3    F     N.sub.3                                 5753        n-C.sub.4 H.sub.9                                                                     CH.sub.3    F     SCH.sub.3                               5754        n-C.sub.4 H.sub.9                                                                     CH.sub.3    F     S-i-C.sub.3 H.sub.7                     5755        Ph      H           F     OH                                      5756        Ph      H           F     OCH.sub.3                               5757        Ph      H           F     OC.sub.2 H.sub.5                        5758        Ph      H           F     O(CH.sub.2).sub.2Cl                     5759        Ph      H           F     OCH.sub.2SCH.sub.3                      5760        Ph      H           F     OCH.sub.2 -Ph                           5761        Ph      H           F     O-Ph                                    5762        Ph      H           F     OCH.sub.2CHCH.sub.2                     5763        Ph      H           F     OCH.sub.2CCH                            5764        Ph      H           F     OCH.sub.2OC.sub.2 H.sub.5               5765        Ph      H           F     NH.sub.2                                5766        Ph      H           F     NHCH.sub.3                              5767        Ph      H           F     N(CH.sub.3)-Ph                          5768        Ph      H           F     NHOH                                    5769        Ph      H           F     N(CH.sub.3)OH                           5770        Ph      H           F     NHOCH.sub.3                             5771        Ph      H           F     NHOCH.sub.2CHCH.sub.2                   5772        Ph      H           F     NHOCH.sub.2CCH                          5773        Ph      H           F     NHOCH.sub.2 -Ph                         5774        Ph      H           F     NHOCH.sub.2CO.sub.2CH.sub.3             5775        Ph      H           F     NHN(CH.sub.3).sub.2                     5776        Ph      H           F     NH-2-pyridyl                            5777        Ph      H           F     N(CH.sub.3).sub.2                       5778        Ph      H           F     N.sub.3                                 5779        Ph      H           F     SCH.sub.3                               5780        Ph      H           F     S-i-C.sub.3 H.sub.7                     5781a       Ph      CH.sub.3    F     OH               erythro                5781b       Ph      CH.sub.3    F     OH               threo                  5782        Ph      CH.sub.3    F     OCH.sub.3                               5783a       Ph      CH.sub.3    F     OC.sub.2 H.sub.5 erythro                5783b       Ph      CH.sub.3    F     OC.sub.2 H.sub.5 threo                  5784        Ph      CH.sub.3    F     O(CH.sub.2).sub. 2Cl                    5785        Ph      CH.sub.3    F     OCH.sub.2SCH.sub.3                      5786        Ph      CH.sub.3    F     OCH.sub.2 -Ph                           5787        Ph      CH.sub.3    F     O-Ph                                    5788        Ph      CH.sub.3    F     OCH.sub.2CHCH.sub.2                     5789        Ph      CH.sub.3    F     OCH.sub.2CCH                            5790        Ph      CH.sub.3    F     OCH.sub.2OC.sub.2 H.sub.5               5791        Ph      CH.sub.3    F     NH.sub.2                                5792        Ph      CH.sub.3    F     NHCH.sub.3                              5793        Ph      CH.sub.3    F     N(CH.sub.3)-Ph                          5794        Ph      CH.sub.3    F     NHOH                                    5795        Ph      CH.sub.3    F     N(CH.sub.3)OH                           5796        Ph      CH.sub.3    F     NHOCH.sub.3                             5797        Ph      CH.sub.3    F     NHOCH.sub.2CHCH.sub.2                   5798        Ph      CH.sub.3    F     NHOCH.sub.2CCH                          5799        Ph      CH.sub.3    F     NHOCH.sub.2Ph                           5800        Ph      CH.sub.3    F     NHOCH.sub.2CO.sub.2CH.sub.3             5801        Ph      CH.sub.3    F     NHN(CH.sub.3).sub.2                     5802        Ph      CH.sub.3    F     NH-2-pyridyl                            5803        Ph      CH.sub.3    F     N(CH.sub.3).sub.2                       5804        Ph      CH.sub.3    F     N.sub.3                                 5805        Ph      CH.sub.3    F     SCH.sub.3                               5806        Ph      CH.sub.3    F     S-i-C.sub.3 H.sub.7                     5807        CF.sub.3                                                                              F           F     OH               rac                    5808        CF.sub.3                                                                              F           F     OCH.sub.3        rac                    5809        CF.sub.3                                                                              F           F     OC.sub.2 H.sub.5 rac                    5810        CF.sub.3                                                                              F           F     O(CH.sub.2).sub.2Cl                     5811        CF.sub.3                                                                              F           F     OCH.sub.2SCH.sub.3                      5812        CF.sub.3                                                                              F           F     OCH.sub.2 -Ph                           5813        CF.sub.3                                                                              F           F     O-Ph                                    5814        CF.sub.3                                                                              F           F     OCH.sub.2CHCH.sub.2                     5815        CF.sub.3                                                                              F           F     OCH.sub.2CCH                            5816        CF.sub.3                                                                              F           F     OCH.sub.2OC.sub.2 H.sub.5               5817        CF.sub.3                                                                              F           F     NH.sub.2                                5818        CF.sub.3                                                                              F           F     NHCH.sub.3                              5819        CF.sub.3                                                                              F           F     N(CH.sub.3)-Ph                          5820        CF.sub.3                                                                              F           F     NHOH                                    5821        CF.sub.3                                                                              F           F     N(CH.sub.3)OH                           5822        CF.sub.3                                                                              F           F     NHOCH.sub.3                             5823        CF.sub.3                                                                              F           F     NHOCH.sub.2CHCH.sub.2                   5824        CF.sub.3                                                                              F           F     NHOCH.sub.2C CH                         5825        CF.sub.3                                                                              F           F     NHOCH.sub.2 -Ph                         5826        CF.sub.3                                                                              F           F     NHOCH.sub.2CO.sub.2CH.sub.3             5827        CF.sub.3                                                                              F           F     NHN(CH.sub.3).sub.2                     5828        CF.sub.3                                                                              F           F     NH-2-pyridyl                            5829        CF.sub.3                                                                              F           F     N(CH.sub.3).sub.2                       5830        CF.sub.3                                                                              F           F     N.sub.3                                 5831        CF.sub.3                                                                              F           F     SCH.sub.3                               5832        CF.sub.3                                                                              F           F     S-i-C.sub.3 H.sub.7                     5833        CF.sub.3                                                                              CH.sub.3    F     OH               mixture                5834        CF.sub.3                                                                              CH.sub.3    F     OCH.sub.3                               5835        CF.sub.3                                                                              CH.sub.3    F     OC.sub.2 H.sub.5 mixture                5836        CF.sub.3                                                                              CH.sub.3    F     O(CH.sub.2).sub.2Cl                     5837        CF.sub.3                                                                              CH.sub.3    F     OCH.sub.2SCH.sub.3                      5838        CF.sub.3                                                                              CH.sub.3    F     OCH.sub.2 -Ph                           5839        CF.sub.3                                                                              CH.sub.3    F     O-Ph                                    5840        CF.sub.3                                                                              CH.sub.3    F     OCH.sub.2CHCH.sub.2                     5841        CF.sub.3                                                                              CH.sub.3    F     OCH.sub.2CCH                            5842        CF.sub.3                                                                              CH.sub.3    F     OCH.sub.2OC.sub.2 H.sub.5               5843        CF.sub. 3                                                                             CH.sub.3    F     NH.sub.2                                5844        CF.sub.3                                                                              CH.sub.3    F     NHCH.sub.3                              5845        CF.sub.3                                                                              CH.sub.3    F     N(CH.sub.3)-Ph                          5846        CF.sub.3                                                                              CH.sub.3    F     NHOH                                    5847        CF.sub.3                                                                              CH.sub.3    F     N(CH.sub.3)OH                           5848        CF.sub.3                                                                              CH.sub.3    F     NHOCH.sub.3                             5849        CF.sub.3                                                                              CH.sub.3    F     NHOCH.sub.2CHCH.sub.2                   5850        CF.sub.3                                                                              CH.sub.3    F     NHOCH.sub.2CCH                          5851        CF.sub.3                                                                              CH.sub.3    F     NHOCH.sub.2 -Ph                         5852        CF.sub.3                                                                              CH.sub.3    F     NHOCH.sub.2CO.sub.2CH.sub.3             5853        CF.sub.3                                                                              CH.sub.3    F     NHN(CH.sub.3).sub.2                     5854        CF.sub.3                                                                              CH.sub.3    F     NH-2-pyridyl                            5855        CF.sub.3                                                                              CH.sub.3    F     N(CH.sub.3).sub.2                       5856        CF.sub.3                                                                              CH.sub.3    F     N.sub.3                                 5857        CF.sub.3                                                                              CH.sub.3    F     SCH.sub.3                               5858        CF.sub.3                                                                              CH.sub.3    F     S-i-C.sub.3 H.sub.7                     5859        CF.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     OH                                      5860        CF.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     OCH.sub.3                               5861        CF.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     OC.sub.2 H.sub.5                        5862        CF.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     O(CH.sub.2).sub.2Cl                     5863        CF.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     OCH.sub.2SCH.sub.3                      5864        CF.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     OCH.sub.2 -Ph                           5865        CF.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     O-Ph                                    5866        CF.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     OCH.sub.2CHCH.sub.2                     5867        CF.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     OCH.sub.2CCH                            5868        CF.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     OCH.sub.2OC.sub.2 H.sub.5               5869        CF.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     NH.sub.2                                5870        CF.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     NHCH.sub.3                              5871        CF.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     N(CH.sub.3)-Ph                          5872        CF.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     NHOH                                    5873        CF.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     N(CH.sub.3)OH                           5874        CF.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     NHOCH.sub.3                             5875        CF.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     NHOCH.sub.2CHCH.sub.2                   5876        CF.sub. 3                                                                             CH.sub.2CHCH.sub.2                                                                        F     NHOCH.sub.2CCH                          5877        CF.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     NHOCH.sub.2 -Ph                         5878        CF.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     NHOCH.sub.2CO.sub.2CH.sub.3             5879        CF.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     NHN(CH.sub.3).sub.2                     5880        CF.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     NH-2-pyridyl                            5881        CF.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     N(CH.sub.3).sub.2                       5882        CF.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     N.sub.3                                 5883        CF.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     SCH.sub.3                               5884        CF.sub.3                                                                              CH.sub.2CHCH.sub.2                                                                        F     S-i-C.sub.3 H.sub.7                     5885        CF.sub.3                                                                              CH.sub.2CCH F     OH                                      5886        CF.sub.3                                                                              CH.sub.2CCH F     OCH.sub.3                               5887        CF.sub.3                                                                              CH.sub.2CCH F     OC.sub.2 H.sub.5                        5888        CF.sub.3                                                                              CH.sub.2C CH                                                                              F     O(CH.sub.2).sub.2Cl                     5889        CF.sub.3                                                                              CH.sub.2CCH F     OCH.sub.2SCH.sub.3                      5890        CF.sub.3                                                                              CH.sub.2CCH F     OCH.sub.2 -Ph                           5891        CF.sub.3                                                                              CH.sub.2CCH F     O-Ph                                    5892        CF.sub.3                                                                              CH.sub.2CCH F     OCH.sub.2CHCH.sub.2                     5893        CF.sub.3                                                                              CH.sub.2CCH F     OCH.sub.2CCH                            5894        CF.sub.3                                                                              CH.sub.2CCH F     OCH.sub.2OC.sub.2 H.sub.5               5895        CF.sub.3                                                                              CH.sub.2CCH F     NH.sub.2                                5896        CF.sub.3                                                                              CH.sub.2CCH F     NHCH.sub.3                              5897        CF.sub.3                                                                              CH.sub.2C CH                                                                              F     N(CH.sub.3)-Ph                          5898        CF.sub.3                                                                              CH.sub.2CCH F     NHOH                                    5899        CF.sub.3                                                                              CH.sub.2CCH F     N(CH.sub.3)OH                           5900        CF.sub.3                                                                              CH.sub.2CCH F     NHOCH.sub.3                             5901        CF.sub.3                                                                              CH.sub.2CCH F     NHOCH.sub.2CHCH.sub.2                   5902        CF.sub.3                                                                              CH.sub.2CCH F     NHOCH.sub.2CCH                          5903        CF.sub.3                                                                              CH.sub.2CCH F     NHOCH.sub.2 -Ph                         5904        CF.sub.3                                                                              CH.sub.2CCH F     NHOCH.sub.2CO.sub.2CH.sub.3             5905        CF.sub.3                                                                              CH.sub.2CCH F     NHN(CH.sub.3).sub.2                     5906        CF.sub.3                                                                              CH.sub.2 CCH                                                                              F     NH-2-pyridyl                            5907        CF.sub.3                                                                              CH.sub.2CCH F     N(CH.sub.3).sub.2                       5908        CF.sub.3                                                                              CH.sub.2CCH F     N.sub.3                                 5909        CF.sub.3                                                                              CH.sub.2CCH F     SCH.sub.3                               5910        CF.sub.3                                                                              CH.sub.2CCH F     S-i-C.sub.3 H.sub.7                     5911        CF.sub.3                                                                              CH.sub.2 -Ph                                                                              F     OH                                      5912        CF.sub.3                                                                              CH.sub.2 -Ph                                                                              F     OCH.sub.3                               5913        CF.sub.3                                                                              CH.sub.2 -Ph                                                                              F     OC.sub.2 H.sub.5                        5914        CF.sub.3                                                                              CH.sub.2 -Ph                                                                              F     O(CH.sub.2).sub.2Cl                     5915        CF.sub.3                                                                              CH.sub.2 -Ph                                                                              F     OCH.sub.2SCH.sub.3                      5916        CF.sub.3                                                                              CH.sub.2 -Ph                                                                              F     OCH.sub.2 -Ph                           5917        CF.sub.3                                                                              CH.sub.2 -Ph                                                                              F     O-Ph                                    5918        CF.sub.3                                                                              CH.sub.2 -Ph                                                                              F     OCH.sub.2CHCH.sub.2                     5919        CF.sub.3                                                                              CH.sub.2 -Ph                                                                              F     OCH.sub.2C CH                           5920        CF.sub.3                                                                              CH.sub.2 -Ph                                                                              F     OCH.sub.2OC.sub.2 H.sub.5               5921        CF.sub.3                                                                              CH.sub.2 -Ph                                                                              F     NH.sub.2                                5922        CF.sub.3                                                                              CH.sub.2 -Ph                                                                              F     NHCH.sub.3                              5923        CF.sub.3                                                                              CH.sub.2 -Ph                                                                              F     N(CH.sub.3)-Ph                          5924        CF.sub.3                                                                              CH.sub.2 -Ph                                                                              F     NHOH                                    5925        CF.sub.3                                                                              CH.sub.2 -Ph                                                                              F     N(CH.sub.3)OH                           5926        CF.sub.3                                                                              CH.sub.2 -Ph                                                                              F     NHOCH.sub.3                             5927        CF.sub.3                                                                              CH.sub.2 -Ph                                                                              F     NHOCH.sub.2CHCH.sub.2                   5928        CF.sub.3                                                                              CH.sub.2 -Ph                                                                              F     NHOCH.sub.2CCH                          5929        CF.sub.3                                                                              CH.sub.2 -Ph                                                                              F     NHOCH.sub.2 -Ph                         5930        CF.sub.3                                                                              CH.sub.2 -Ph                                                                              F     NHOCH.sub.2CO.sub.2CH.sub.3             5931        CF.sub.3                                                                              CH.sub.2 -Ph                                                                              F     NHN(CH.sub.3).sub.2                     5932        CF.sub.3                                                                              CH.sub.2 -Ph                                                                              F     NH-2-pyridyl                            5933        CF.sub.3                                                                              CH.sub.2 -Ph                                                                              F     N(CH.sub.3).sub.2                       5934        CF.sub.3                                                                              CH.sub.2 -Ph                                                                              F     N.sub.3                                 5935        CF.sub.3                                                                              CH.sub.2 -Ph                                                                              F     SCH.sub.3                               5936        CF.sub.3                                                                              CH.sub.2 -Ph                                                                              F     S-i-C.sub.3 H.sub.7                     5937        CH.sub.3                                                                              CF.sub.3    F     OH                                      5938        CH.sub.3                                                                              CF.sub.3    F     OH                                      5939        CH.sub.3                                                                              CF.sub.3    F     OCH.sub.3                               5940        CH.sub.3                                                                              CF.sub.3    F     OCH.sub.3                               5941        CH.sub.3                                                                              CF.sub.3    F     OC.sub.2 H.sub.5                        5942        CH.sub.3                                                                              CF.sub.3    F     OC.sub.2 H.sub.5                        5943        CH.sub.3                                                                              CF.sub.3    F     O(CH.sub.2).sub.2Cl                     5944        CH.sub.3                                                                              CF.sub.3    F     OCH.sub.2SCH.sub.3                      5945        CH.sub.3                                                                              CF.sub.3    F     OCH.sub.2 -Ph                           5946        CH.sub.3                                                                              CF.sub.3    F     O-Ph                                    5947        CH.sub.3                                                                              CF.sub.3    F     OCH.sub.2CHCH.sub.2                     5948        CH.sub.3                                                                              CF.sub.3    F     OCH.sub.2CCH                            5949        CH.sub.3                                                                              CF.sub.3    F     OCH.sub.2OC.sub.2 H.sub.5               5950        CH.sub.3                                                                              CF.sub.3    F     NH.sub.2                                5951        CH.sub.3                                                                              CF.sub.3    F     NHCH.sub.3                              5952        CH.sub.3                                                                              CF.sub.3    F     N(CH.sub.3)-Ph                          5953        CH.sub.3                                                                              CF.sub.3    F     NHOH                                    5954        CH.sub.3                                                                              CF.sub.3    F     N(CH.sub.3)OH                           5955        CH.sub.3                                                                              CF.sub.3    F     NHOCH.sub.3                             5956        CH.sub.3                                                                              CF.sub.3    F     NHOCH.sub.2CHCH.sub.2                   5957        CH.sub.3                                                                              CF.sub.3    F     NHOCH.sub.2CCH                          5958        CH.sub.3                                                                              CF.sub.3    F     NHOCH.sub.2 -Ph                         5959        CH.sub.3                                                                              CF.sub.3    F     NHOCH.sub.2CO.sub.2CH.sub.3             5960        CH.sub.3                                                                              CF.sub.3    F     NHN(CH.sub.3).sub.2                     5961        CH.sub.3                                                                              CF.sub.3    F     NH-2-pyridyl                            5962        CH.sub.3                                                                              CF.sub.3    F     N(CH.sub.3).sub.2                       5963        CH.sub.3                                                                              CF.sub.3    F     SCH.sub.3                               5964        CH.sub.3                                                                              CF.sub.3    F     S-i-C.sub.3 H.sub.7                     5965        CO.sub.2 H                                                                            CH.sub.3    F     OH               mixture                5966        CO.sub.2CH.sub.3                                                                      CH.sub.3    F     OCH.sub.3                               5967        CO.sub.2C.sub.2 H.sub.5                                                               CH.sub.3    F     OC.sub.2 H.sub.5 mixture                __________________________________________________________________________

                                      TABLE 6                                     __________________________________________________________________________     ##STR26##                                                                    Compound                                                                      No.       R.sub.3       R.sub.4                                                                             X   Y                  Remarks                  __________________________________________________________________________    6001      CH.sub.2 OCH.sub.2  F   OH                 mixture                  6002      CH.sub.2 OCH.sub.2  F   OCH.sub.3                                   6003      CH.sub.2 OCH.sub.2  F   OC.sub.2 H.sub.5   mixture                  6004      CH.sub.2 OCH.sub.2  F   O-i-C.sub.3 H.sub.7                         6005      CH.sub.2 OCH.sub.2  F   O(CH.sub.2).sub.2 Cl                        6006      CH.sub.2 OCH.sub.2  F   OCH.sub.2 SCH.sub.3                         6007      CH.sub.2 OCH.sub.2  F   OCH.sub.2 Ph                                6008      CH.sub.2 OCH.sub.2  F   OPh                                         6009      CH.sub.2 OCH.sub.2  F   OCH.sub.2 CHCH.sub.2                        6010      CH.sub.2 OCH.sub.2  F   OCH.sub.2 CCH                               6011      CH.sub.2 OCH.sub.2  F   OCH.sub.2 OC.sub.2 H.sub.5                  6012      CH.sub.2 OCH.sub.2  F   NH.sub.2                                    6013      CH.sub.2 OCH.sub.2  F   NHCH.sub.3                                  6014      CH.sub.2 OCH.sub.2  F   N(CH.sub.3)Ph                               6015      CH.sub.2 OCH.sub.2  F   NHOH                                        6016      CH.sub.2 OCH.sub.2  F   N(CH.sub.3)OH                               6017      CH.sub.2 OCH.sub.2  F   NHOCH.sub.3                                 6018      CH.sub.2 OCH.sub.2  F   NHOCH.sub.2 CHCH.sub.2                      6019      CH.sub.2 OCH.sub.2  F   NHOCH.sub.2 CCH                             6020      CH.sub.2 OCH.sub.2  F   NH OCH.sub.2 Ph                             6021      CH.sub.2 OCH.sub.2  F   NHOCH.sub.2 CO.sub.2 CH.sub.3               6022      CH.sub.2 OCH.sub.2  F   NHN(CH.sub.3).sub.2                         6023      CH.sub.2 OCH.sub.2  F   NH-2-pyridyl                                6024      CH.sub.2 OCH.sub.2  F   NH-2-thiadiazoly                            6025      CH.sub.2 OCH.sub.2  F   N.sub.3                                     6026      CH.sub.2 OCH.sub.2  F   SCH.sub.3                                   6027      CH.sub.2 OCH.sub.2  F   SC.sub.2 H.sub.5                            6028      (CH.sub.2).sub.2 O  F   OH                                          6029      (CH.sub.2).sub.2 O  F   OCH.sub.3                                   6030      (CH.sub.2).sub.2 O  F   OC.sub.2 H.sub.5                            6031      (CH.sub.2).sub.2 O  F   O-i-C.sub.3 H.sub.7                         6032      (CH.sub.2).sub.2 O  F   O(CH.sub.2).sub.2Cl                         6033      (CH.sub.2).sub.2 O  F   OCH.sub.2 SCH.sub.3                         6034      (CH.sub.2).sub. 2 O F   OCH.sub.2 Ph                                6035      (CH.sub.2).sub.2 O  F   OPh                                         6036      (CH.sub.2).sub.2 O  F   OCH.sub.2 CHCH.sub.2                        6037      (CH.sub.2).sub.2 O  F   OCH.sub.2 CCH                               6038      (CH.sub.2).sub.2 O  F   OCH.sub.2 OC.sub.2 H.sub.5                  6039      (CH.sub.2).sub.2 O  F   NH.sub.2                                    6040      (CH.sub.2).sub.2 O  F   NHCH.sub.3                                  6041      (CH.sub.2).sub.2 O  F   N(CH.sub.3)Ph                               6042      (CH.sub.2).sub.2 O  F   NHOH                                        6043      (CH.sub.2).sub.2 O  F   N(CH.sub.3)OH                               6044      (CH.sub.2).sub.2 O  F   NHOCH.sub.3                                 6045      (CH.sub.2).sub.2 O  F   NHOCH.sub.2 CHCH.sub.2                      6046      (CH.sub.2).sub.2 O  F   NHOCHCCH                                    6047      (CH.sub.2).sub.2 O  F   NHOCH.sub.2  Ph                             6048      (CH.sub.2).sub.2 O  F   NHOCH.sub.2 CO.sub.2 CH.sub.3               6049      (CH.sub.2).sub.2 O  F   NHN(CH.sub.3).sub.2                         6050      (CH.sub.2).sub.2 O  F   NH-2-pyridyl                                6051      (CH.sub.2).sub.2 O  F   NH-2-thiadiazoly                            6052      (CH.sub.2).sub.2 O  F   N.sub.3                                     6053      (CH.sub.2).sub.2 O  F   SCH.sub.3                                   6054      (CH.sub.2).sub.2 O  F   SC.sub.2 H.sub.5                            6055      CH.sub.2 O(CH.sub.2).sub.2                                                                        F   OH                                          6056      CH.sub.2 O(CH.sub.2).sub.2                                                                        F   OCH.sub.3                                   6057      CH.sub.2 O(CH.sub.2).sub.2                                                                        F   OC.sub.2 H.sub.5                            6058      CH.sub.2 O(CH.sub.2).sub.2                                                                        F   O-i-C.sub.3 H.sub.7                         6059      CH.sub.2 O(CH.sub.2).sub.2                                                                        F   O(CH.sub.2).sub.2 Cl                        6060      CH.sub.2 O(CH.sub.2).sub.2                                                                        F   OCH.sub.2  SCH.sub.3                        6061      CH.sub.2 O(CH.sub.2).sub.2                                                                        F   OCH.sub.2 Ph                                6062      CH.sub.2 O(CH.sub.2).sub.2                                                                        F   OPh                                         6063      CH.sub.2 O(CH.sub.2).sub.2                                                                        F   OCH.sub.2 CHCH.sub.2                        6064      CH.sub.2 O(CH.sub.2).sub.2                                                                        F   OCH.sub.2 CCH                               6065      CH.sub.2 O(CH.sub.2).sub.2                                                                        F   OCH.sub.2 OC.sub.2 H.sub.5                  6066      CH.sub.2 O(CH.sub.2).sub.2                                                                        F   NH.sub.2                                    6067      CH.sub.2 O(CH.sub.2).sub.2                                                                        F   NHCH.sub.3                                  6068      CH.sub.2 O(CH.sub.2).sub.2                                                                        F   N(CH.sub.3)Ph                               6069      CH.sub.2 O(CH.sub.2).sub.2                                                                        F   NHOH                                        6070      CH.sub.2 O(CH.sub.2).sub.2                                                                        F   N(CH.sub.3)OH                               6071      CH.sub.2 O(CH.sub.2).sub.2                                                                        F   NHOCH.sub.3                                 6072      CH.sub.2 O(CH.sub. 2).sub.2                                                                       F   NHOCH.sub.2 CHCH.sub.2                      6073      CH.sub.2 O(CH.sub.2).sub.2                                                                        F   NHOCH.sub.2 CCH                             6074      CH.sub.2 O(CH.sub.2).sub.2                                                                        F   NHOCH.sub.2 Ph                              6075      CH.sub.2 O(CH.sub.2).sub.2                                                                        F   NHOCH.sub.2 CO.sub.2 CH.sub.3               6076      CH.sub.2 O(CH.sub.2).sub.2                                                                        F   NHN(CH.sub.3).sub.2                         6077      CH.sub.2 O(CH.sub.2).sub.2                                                                        F   NH-2-pyridyl                                6078      CH.sub.2 O(CH.sub.2).sub.2                                                                        F   NH-2-thiadiazoly                            6079      CH.sub.2 O(CH.sub.2).sub.2                                                                        F   N.sub.3                                     6080      CH.sub.2 O(CH.sub.2).sub.2                                                                        F   SCH.sub.3                                   6081      CH.sub.2 O(CH.sub.2).sub.2                                                                        F   SC.sub.2 H.sub.5                            6082a     (CH.sub.2).sub.2 OCH.sub.2                                                                        F   OH                 cis                      6082b     (CH.sub.2).sub.2 OCH.sub.2                                                                        F   OH                 trans                    6083      (CH.sub.2).sub.2 OCH.sub.2                                                                        F   OCH.sub.3                                   6084a     (CH.sub.2).sub.2 OCH.sub.2                                                                        F   OC.sub.2 H.sub.5   cis                      6084b     (CH.sub.2).sub.2 OCH.sub.2                                                                        F   OC.sub.2 H.sub.5   trans                    6085a     (CH.sub.2).sub.2 OCH.sub.2                                                                        F   O-i-C.sub.3 H.sub.7                                                                              cis                      6085b     (CH.sub.2).sub.2 OCH.sub.2                                                                        F   O-i-C.sub.3 H.sub.7                                                                              trans                    6086      (CH.sub.2).sub.2 OCH.sub.2                                                                        F   O(CH.sub.2).sub.2 Cl                        6087      (CH.sub.2).sub.2 OCH.sub.2                                                                        F   OCH.sub.2 SCH.sub.3                         6088      (CH.sub.2).sub.2 OCH.sub.2                                                                        F   OCH.sub.2 Ph                                6089      (CH.sub.2).sub.2 OCH.sub.2                                                                        F   OPh                                         6090a     (CH.sub.2).sub.2 OCH.sub.2                                                                        F   OCH.sub.2 CHCH.sub.2                                                                             cis                      6090b     (CH.sub.2).sub.2 OCH.sub.2                                                                        F   OCH.sub. 2 CHCH.sub.2                                                                            trans                    6091a     (CH.sub.2).sub.2 OCH.sub.2                                                                        F   OCH.sub.2 CCH      cis                      6091b     (CH.sub.2).sub.2 OCH.sub.2                                                                        F   OCH.sub.2 CCH      trans                    6092      (CH.sub.2).sub.2 OCH.sub.2                                                                        F   OCH.sub.2 OC.sub.2 H.sub.5                  6093      (CH.sub.2).sub.2 OCH.sub.2                                                                        F   NH.sub.2                                    6094      (CH.sub.2).sub.2 OCH.sub.2                                                                        F   NHCH.sub.3                                  6095      (CH.sub.2).sub.2 OCH.sub.2                                                                        F   N(CH.sub.3)Ph                               6096      (CH.sub.2).sub.2 OCH.sub.2                                                                        F   NHOH                                        6097      (CH.sub.2).sub.2 OCH.sub.2                                                                        F   N(CH.sub.3)OH                               6098      (CH.sub.2).sub.2 OCH.sub.2                                                                        F   NHOCH.sub.3                                 6099      (CH.sub.2).sub.2 OCH.sub.2                                                                        F   NHOCH.sub.2 CHCH.sub.2                      6100      (CH.sub.2).sub.2 OCH.sub.2                                                                        F   NHO CH.sub.2 CCH                            6101      (CH.sub.2).sub.2 OCH.sub.2                                                                        F   NHOCH.sub.2 Ph                              6102      (CH.sub.2).sub.2 OCH.sub.2                                                                        F   NHOCH.sub.2 CO.sub.2 CH.sub.3               6103      (CH.sub.2).sub.2 OCH.sub.2                                                                        F   NHN(CH.sub.3).sub.2                         6104      (CH.sub.2).sub.2 OCH.sub.2                                                                        F   NH-2-pyridyl                                6105      (CH.sub.2).sub.2 OCH.sub.2                                                                        F   NH-2-thiadiazoly                            6106      (CH.sub.2).sub.2 OCH.sub.2                                                                        F   N.sub.3                                     6107      (CH.sub.2).sub.2 OCH.sub.2                                                                        F   SCH.sub.3                                   6108      (CH.sub.2).sub.2 OCH.sub.2                                                                        F   SC.sub.2 H.sub.5                            6109      (CH.sub.2).sub.3 O  F   OH                                          6110      (CH.sub.2).sub.3 O  F   OCH.sub.3                                   6111      (CH.sub.2).sub.3 O  F   OC.sub.2 H.sub.5                            6112      (CH.sub.2).sub.3 O  F   O-i-C.sub.3 H.sub.7                         6113      (CH.sub.2).sub. 3 O F   O(CH.sub.2).sub.2 Cl                        6114      (CH.sub.2).sub.3 O  F   OCH.sub.2 SCH.sub.3                         6115      (CH.sub.2).sub.3 O  F   OCH.sub.2 Ph                                6116      (CH.sub.2).sub.3 O  F   OPh                                         6117      (CH.sub.2).sub.3 O  F   OCH.sub.2 CHCH.sub.2                        6118      (CH.sub.2).sub.3 O  F   OCH.sub.2 CCH                               6119      (CH.sub.2).sub.3 O  F   OCH.sub.2 OC.sub.2 H.sub.5                  6120      (CH.sub.2).sub.3 O  F   NH.sub.2                                    6121      (CH.sub.2).sub.3 O  F   NHCH.sub.3                                  6122      (CH.sub.2).sub.3 O  F   N(CH.sub.3)Ph                               6123      (CH.sub.2).sub.3 O  F   NHOH                                        6124      (CH.sub.2).sub.3 O  F   N(CH.sub.3)OH                               6125      (CH.sub.2).sub.3 O  F   NHOCH.sub.3                                 6126      (CH.sub.2).sub.3 O  F   NHOCH.sub. 2 CHCH.sub.2                     6127      (CH.sub.2).sub.3 O  F   NHOCH.sub.2 CCH                             6128      (CH.sub.2).sub.3 O  F   NHOCH.sub.2 Ph                              6129      (CH.sub.2).sub.3 O  F   NHOCH.sub.2 CO.sub.2 CH.sub.3               6130      (CH.sub.2).sub.3 O  F   NHN(CH.sub.3).sub.2                         6131      (CH.sub.2).sub.3 O  F   NH-2-pyridyl                                6132      (CH.sub.2).sub.3 O  F   NH-2-thiadiazoly                            6133      (CH.sub.2).sub.3 O  F   N.sub.3                                     6134      (CH.sub.2).sub.3 O  F   SCH.sub.3                                   6135      (CH.sub.2).sub.3 O  F   SC.sub.2 H.sub.5                            6136a     CH.sub.2 SCH.sub.2  F   OH                 cis                      6136b     CH.sub.2 SCH.sub.2  F   OH                 trans                    6137a     CH.sub.2 SCH.sub.2  F   OCH.sub.3          cis                      6137b     CH.sub.2 SCH.sub.2  F   OCH.sub.3          trans                    6138      CH.sub.2 SCH.sub.2  F   OC.sub.2 H.sub.5                            6139      CH.sub.2 SCH.sub.2  F   O-i-C.sub.3 H.sub.7                         6140      CH.sub.2 SCH.sub.2  F   O(CH.sub.2).sub.2Cl                         6141      CH.sub.2 SCH.sub.2  F   OCH.sub.2 SCH.sub.3                         6142      CH.sub.2 SCH.sub.2  F   OCH.sub.2 Ph                                6143      CH.sub.2 SCH.sub.2  F   OPh                                         6144      CH.sub.2 SCH.sub.2  F   OCH.sub.2 CHCH.sub.2                        6145      CH.sub.2 SCH.sub.2  F   OCH.sub.2 CCH                               6146      CH.sub.2 SCH.sub.2  F   OCH.sub.2 OC.sub.2 H.sub.5                  6147      CH.sub.2 SCH.sub.2  F   NH.sub.2                                    6148      CH.sub.2 SCH.sub.2  F   NHCH.sub.3                                  6149      CH.sub.2 SCH.sub.2  F   N(CH.sub.3)Ph                               6150      CH.sub.2 SCH.sub.2  F   NHOH                                        6151      CH.sub.2 SCH.sub.2  F   N(CH.sub.3)OH                               6152      CH.sub.2 SCH.sub.2  F   NHOCH.sub.3                                 6153      CH.sub.2 SCH.sub.2  F   NHOCH.sub.2 CHCH.sub.2                      6154      CH.sub.2 SCH.sub.2  F   NHOCH.sub.2 CCH                             6155      CH.sub.2 SCH.sub.2  F   NHOCH.sub.2 Ph                              6156      CH.sub.2 SCH.sub.2  F   NHOCH.sub.2 CO.sub.2 CH.sub.3               6157      CH.sub.2 SCH.sub.2  F   NHN(CH.sub.3).sub.2                         6158      CH.sub.2 SCH.sub.2  F   NH-2-pyridyl                                6159      CH.sub.2 SCH.sub.2  F   NH-2-tiadiazoly                             6160      CH.sub.2 SCH.sub.2  F   N.sub.3                                     6161      CH.sub.2 SCH.sub.2  F   SCH.sub.3                                   6162      CH.sub.2 SCH.sub.2  F   SC.sub.2 H.sub.5                            6163      (CH.sub.2).sub.2 S  F   OH                                          6164      (CH.sub.2).sub.2 S  F   OC.sub.2 H.sub.5                            6165      (CH.sub.2).sub.2 S  F   O-i-C.sub.3 H.sub.7                         6166      (CH.sub.2).sub.2 S  F   O(CH.sub.2).sub.2 Cl                        6167      (CH.sub.2).sub.2 S  F   OCH.sub.2 SCH.sub.3                         6168      (CH.sub.2).sub.2 S  F   OCH.sub.2 Ph                                6169      (CH.sub.2).sub.2 S  F   OPh                                         6170      (CH.sub.2).sub.2 S  F   OCH.sub.2 CHCH.sub.2                        6171      (CH.sub.2).sub.2 S  F   OCH.sub.2 CCH                               6172      (CH.sub.2).sub.2 S  F   OCH.sub.2 OC.sub.2 H.sub.5                  6173      (CH.sub.2).sub.2 S  F   NH.sub.2                                    6174      (CH.sub.2).sub.2 S  F   NHCH.sub.3                                  6175      (CH.sub.2).sub.2 S  F   N(CH.sub.3)Ph                               6176      (CH.sub.2).sub.2 S  F   NHOH                                        6177      (CH.sub.2 ).sub.2 S F   N(CH.sub.3)OH                               6178      (CH.sub.2).sub.2 S  F   NHOCH.sub.3                                 6179      (CH.sub.2).sub.2 S  F   NHOCH.sub.2 CHCH.sub.2                      6180      (CH.sub.2).sub.2 S  F   NHOCH.sub.2 CCH                             6181      (CH.sub.2).sub.2 S  F   NHOCH.sub.2 Ph                              6182      (CH.sub.2).sub.2 S  F   NHOCH.sub.2 CO.sub.2 CH.sub.3               6183      (CH.sub.2).sub.2 S  F   NHN(CH.sub.3).sub.2                         6184      (CH.sub.2).sub.2 S  F   NH-2-pyridyl                                6185      (CH.sub.2).sub.2 S  F   NH-2-thiadiazoly                            6186      (CH.sub.2).sub.2 S  F   N.sub.3                                     6187      (CH.sub.2).sub.2 S  F   SCH.sub.3                                   6188      (CH.sub.2).sub.2 S  F   SC.sub.2 H.sub.5                            6189      CH.sub.2 S(CH.sub.2).sub.2                                                                        F   OH                                          6190      CH.sub.2 S(CH.sub.2).sub.2                                                                        F   O CH.sub.3                                  6191      CH.sub.2 S(CH.sub.2).sub.2                                                                        F   OC.sub.2 H.sub.5                            6192      CH.sub.2 S(CH.sub.2).sub.2                                                                        F   O-i-C.sub.3 H.sub.7                         6193      CH.sub.2 S(CH.sub.2).sub.2                                                                        F   O(CH.sub.2).sub.2 Cl                        6194      CH.sub.2 S(CH.sub.2).sub.2                                                                        F   OCH.sub.2 SCH.sub.3                         6195      CH.sub.2 S(CH.sub.2).sub.2                                                                        F   OCH.sub.2 Ph                                6196      CH.sub.2 S(CH.sub.2).sub.2                                                                        F   OPh                                         6197      CH.sub.2 S(CH.sub.2).sub.2                                                                        F   OCH.sub.2 CHCH.sub.2                        6198      CH.sub.2 S(CH.sub.2).sub.2                                                                        F   OCH.sub.2 CCH                               6199      CH.sub.2 S(CH.sub.2).sub.2                                                                        F   OCH.sub.2 OC.sub.2 H.sub.5                  6200      CH.sub.2 S(CH.sub.2).sub.2                                                                        F   NH.sub.2                                    6201      CH.sub.2 S(CH.sub.2).sub.2                                                                        F   NH CH.sub.3                                 6202      CH.sub.2 S(CH.sub.2).sub.2                                                                        F   N(CH.sub.3)Ph                               6203      CH.sub.2 S(CH.sub.2).sub.2                                                                        F   NHOH                                        6204      CH.sub.2 S(CH.sub.2).sub.2                                                                        F   N(CH.sub.3)OH                               6205      CH.sub.2 S(CH.sub.2).sub.2                                                                        F   NHOCH.sub.3                                 6206      CH.sub.2 S(CH.sub.2).sub.2                                                                        F   NHOCH.sub.2CHCH.sub.2                       6207      CH.sub.2 S(CH.sub.2).sub.2                                                                        F   NHOCH.sub.2 CCH                             6208      CH.sub.2 S(CH.sub.2).sub.2                                                                        F   NHOCH.sub.2 Ph                              6209      CH.sub.2 S(CH.sub.2).sub.2                                                                        F   NHOCH.sub.2 CO.sub.2 CH.sub.3               6210      CH.sub.2 S(CH.sub.2).sub.2                                                                        F   NHN(CH.sub.3).sub.2                         6211      CH.sub.2 S(CH.sub.2).sub.2                                                                        F   NH-2-pyridyl                                6212      CH.sub.2 S(CH.sub.2).sub.2                                                                        F   NH-2-thiadiazoly                            6213      CH.sub.2 S (CH.sub.2).sub.2                                                                       F   N.sub.3                                     6214      CH.sub.2 S(CH.sub.2).sub.2                                                                        F   SCH.sub.3                                   6215      CH.sub.2 SO(CH.sub.2).sub.2                                                                       F   SC.sub.2 H.sub.5                            6216a     (CH.sub.2).sub.2 SCH.sub.2                                                                        F   OH                 cis                      6216b     (CH.sub.2).sub.2 SCH.sub.2                                                                        F   OH                 trans                    6217a     (CH.sub.2).sub.2 SCH.sub.2                                                                        F   OCH.sub.3          cis                      6217b     (CH.sub.2).sub.2 SCH.sub.2                                                                        F   OCH.sub.3          trans                    6218      (CH.sub.2).sub.2 SCH.sub.2                                                                        F   OC.sub.2 H.sub.5                            6219      (CH.sub.2).sub.2 SCH.sub.2                                                                        F   O-i-C.sub.3 H.sub.7                         6220      (CH.sub.2).sub.2 SCH.sub.2                                                                        F   O(CH.sub.2).sub.2Cl                         6221      (CH.sub.2).sub.2 SCH.sub.2                                                                        F   OCH.sub.2 SCH.sub.3                         6222      (CH.sub.2).sub.2 SCH.sub.2                                                                        F   OCH.sub.2 Ph                                6223       (CH.sub.2).sub.2 SCH.sub.2                                                                       F   OPh                                         6224      (CH.sub.2).sub.2 SCH.sub.2                                                                        F   OCH.sub.2 CHCH.sub.2                        6225      (CH.sub.2).sub.2 SCH.sub.2                                                                        F   OCH.sub.2 CCH                               6226      (CH.sub.2).sub.2 SCH.sub.2                                                                        F   OCH.sub.2 OC.sub.2 H.sub.5                  6227      (CH.sub.2).sub.2 SCH.sub.2                                                                        F   NH.sub.2                                    6228      (CH.sub.2).sub.2 SCH.sub.2                                                                        F   NHCH.sub.3                                  6229      (CH.sub.2).sub.2 SCH.sub.2                                                                        F   N(CH.sub.3)Ph                               6230      (CH.sub.2).sub.2 SCH.sub.2                                                                        F   NHOH                                        6231      (CH.sub.2).sub.2 SCH.sub.2                                                                        F   N(CH.sub.3)OH                               6232      (CH.sub.2).sub.2 SCH.sub.2                                                                        F   NHOCH.sub.3                                 6233      (CH.sub.2).sub.2 SCH.sub.2                                                                        F   NHOCH.sub.2 CHCH.sub.2                      6234      (CH.sub.2).sub.2 S CH.sub.2                                                                       F   NHOCH.sub.2 CCH                             6235      (CH.sub.2).sub.2 SCH.sub.2                                                                        F   NHOCH.sub.2 Ph                              6236      (CH.sub.2).sub.2 SCH.sub.2                                                                        F   NHOCH.sub.2 CO.sub.2 CH.sub.3               6237      (CH.sub.2).sub.2 SCH.sub.2                                                                        F   NHN(CH.sub.3).sub.2                         6238      (CH.sub.2).sub.2 SCH.sub.2                                                                        F   NH-2-pyridyl                                6239      (CH.sub.2).sub.2 SCH.sub.2                                                                        F   NH-2-thiadiazoly                            6240      (CH.sub.2).sub.2 SCH.sub.2                                                                        F   N.sub.3                                     6241      (CH.sub.2).sub.2 SCH.sub.2                                                                        F   SCH.sub.3                                   6242      (CH.sub.2).sub.2 SCH.sub.2                                                                        F   SC.sub.2 H.sub.5                            6243      (CH.sub.2).sub.3 S  F   OH                                          6244      (CH.sub.2).sub.3 S  F   OCH.sub.3                                   6245      (CH.sub.2).sub.3 S  F   OC.sub.2 H.sub.5                            6246      (CH.sub.2).sub.3 S  F   O-i-C.sub.3 H.sub.7                         6247      (CH.sub.2).sub.3 S  F   O(CH.sub.2).sub.2 Cl                        6248      (CH.sub.2).sub.3 S  F   OCH.sub.2 SCH.sub.3                         6249      (CH.sub.2).sub.3 S  F   OCH.sub.2 Ph                                6250      (CH.sub.2).sub.3 S  F   OPh                                         6251      (CH.sub.2).sub.3 S  F   OCH.sub.2 CHCH.sub.2                        6252      (CH.sub.2).sub.3 S  F   OCH.sub.2 CCH                               6253      (CH.sub.2).sub.3 S  F   OCH.sub.2 OC.sub.2 H.sub.5                  6254      (CH.sub.2).sub.3 S  F   NH.sub.2                                    6255      (CH.sub.2).sub.3 S  F   NHCH.sub.3                                  6256      (CH.sub.2).sub.3 S  F   N(CH.sub.3)Ph                               6257      (CH.sub.2).sub.3 S  F   NHOH                                        6258      (CH.sub.2).sub.3 S  F   N(CH.sub.3)OH                               6259      (CH.sub.2).sub.3 S  F   NHOCH.sub.3                                 6260      (CH.sub.2).sub.3 S  F   NHOCH.sub.2 CHCH.sub.2                      6261      (CH.sub.2).sub.3 S  F   NHOCH.sub.2 CCH                             6262      (CH.sub.2).sub.3 S  F   NHOCH.sub.2 Ph                              6263      (CH.sub.2).sub.3 S  F   NHOCH.sub.2 CO.sub.2 CH.sub.3               6264      (CH.sub.2).sub.3 S  F   NHN(CH.sub.3).sub.2                         6265      (CH.sub.2).sub.3 S  F   NH-2-pyridyl                                6266      (CH.sub.2).sub.3 S  F   NH-2-thiadiazoly                            6267      (CH.sub.2).sub.3 S  F   N.sub.3                                     6268      (CH.sub.2).sub.3 S  F   SCH.sub.3                                   6269      (CH.sub.2).sub.3 S  F   SC.sub.2 H.sub.5                            6270      CH.sub.2 NCH.sub.2  F   OH                                          6271      CH.sub.2 NHCH.sub.2 F   OCH.sub.3                                   6272      CH.sub.2 NHCH.sub.2 F   OC.sub.2 H.sub.5                            6273      CH.sub.2 NHCH.sub.2 F   O-i-C.sub.3 H.sub.7                         6274      CH.sub.2 NHCH.sub.2 F   O(CH.sub.2).sub.2 Cl                        6275      CH.sub.2 NHCH.sub.2 F   OCH.sub.2 SCH.sub.3                         6276      CH.sub.2 NHCH.sub.2 F   OCH.sub.2 Ph                                6277      CH.sub.2 NHCH.sub.2 F   OPh                                         6278      CH.sub.2 NHCH.sub.2 F   OCH.sub.2 CHCH.sub.2                        6279      CH.sub.2 NHCH.sub.2 F   OCH.sub.2 CCH                               6280      CH.sub.2 NHCH.sub.2 F   OCH.sub.2 OC.sub.2 H.sub.5                  6281      CH.sub.2 NHCH.sub.2 F   NH.sub.2                                    6282      CH.sub.2 NHCH.sub.2 F   NHCH.sub.3                                  6283      CH.sub.2 NHCH.sub.2 F   N(CH.sub.3)Ph                               6284      CH.sub.2 NHCH.sub.2 F   NHOH                                        6285      CH.sub.2 NHCH.sub.2 F   N(CH.sub.3)OH                               6286      CH.sub.2 NHCH.sub.2 F   NHOCH.sub. 3                                6287      CH.sub.2 NHCH.sub.2 F   NHOCH.sub.2 CHCH.sub.2                      6288      CH.sub.2 NHCH.sub.2 F   NHOCH.sub.2CCH                              6289      CH.sub.2 NHCH.sub.2 F   NHOCH.sub.2 Ph                              6290      CH.sub.2 NHCH.sub.2 F   NHOCH.sub.2 CO.sub.2 CH.sub.3               6291      CH.sub.2 NHCH.sub.2 F   NHN(CH.sub.3).sub.2                         6292      CH.sub.2 NHCH.sub.2 F   NH-2-pyridyl                                6293      CH.sub.2 NHCH.sub.2 F   NH-2-thiadiazoly                            6294      CH.sub.2 NHCH.sub.2 F   N.sub.3                                     6295      CH.sub.2 NHCH.sub.2 F   SCH.sub.3                                   6296      CH.sub.2 NHCH.sub.2 F   SC.sub.2 H.sub.5                            6297      (CH.sub.2).sub.2 NH F   OH                                          6298      (CH.sub.2).sub.2 NH F   OCH.sub.3                                   6299      (CH.sub.2).sub.2 NH F   OC.sub.2 H.sub.5                            6300      (CH.sub.2).sub.2 NH F   O-i-C.sub.3 H.sub.7                         6301      (CH.sub.2).sub.2 NH F   O(CH.sub.2).sub.2 Cl                        6302      (CH.sub.2).sub.2 NH F   OCH.sub.2 SCH.sub.3                         6303      (CH.sub.2).sub.2 NH F   OCH.sub.2 Ph                                6304      (CH.sub.2).sub.2 NH F   OPh                                         6305      (CH.sub.2).sub.2 NH F   OCH.sub.2 CHCH.sub.2                        6306      (CH.sub.2).sub.2 NH F   OCH.sub.2 CCH                               6307      (CH.sub.2).sub.2 NH F   OCH.sub.2 OC.sub.2 H.sub.5                  6308      (CH.sub.2).sub.2 NH F   NH.sub.2                                    6309      (CH.sub.2).sub.2 NH F   NHCH.sub.3                                  6310      (CH.sub.2).sub.2 NH F   N(CH.sub.3)Ph                               6311      (CH.sub.2).sub.2 NH F   NHOH                                        6312      (CH.sub.2).sub.2 NH F   N(CH.sub.3)OH                               6313       (CH.sub.2).sub.2 NH                                                                              F   NHOCH.sub.3                                 6314      (CH.sub.2).sub.2 NH F   NHOCH.sub.2 CHCH.sub.2                      6315      (CH.sub.2).sub.2 NH F   NHOCH.sub.2 CCH                             6316      (CH.sub.2).sub.2 NH F   NHOCH.sub.2 Ph                              6317      (CH.sub.2).sub.2 NH F   NHOCH.sub.2 CO.sub.2 CH.sub.3               6318      (CH.sub.2).sub.2 NH F   NHN(CH.sub.3).sub.2                         6319      (CH.sub.2).sub.2 NH F   NH-2-pyridyl                                6320      (CH.sub.2).sub.2 NH F   NH-2-thiadiazoly                            6321      (CH.sub.2).sub.2 NH F   N.sub.3                                     6322      (CH.sub.2).sub.2 NH F   SCH.sub.3                                   6323      (CH.sub.2).sub.2 NH F   SC.sub.2 H.sub.5                            6324      CH.sub.2 NH(CH.sub.2).sub.2                                                                       F   OH                                          6325      CH.sub.2 NH(CH.sub.2).sub.2                                                                       F   OCH.sub.3                                   6326      CH.sub.2 NH(CH.sub.2).sub.2                                                                       F   OC.sub.2 H.sub.5                            6327      CH.sub.2 NH(CH.sub.2).sub.2                                                                       F   O-i-C.sub.3 H.sub.7                         6328      CH.sub.2 NH(CH.sub.2).sub.2                                                                       F   O(CH.sub.2).sub.2 Cl                        6329      CH.sub.2 NH(CH.sub.2).sub.2                                                                       F   OCH.sub.2 SCH.sub.3                         6330      CH.sub.2 NH(CH.sub.2).sub.2                                                                       F   OCH.sub.2 Ph                                6331      CH.sub.2 NH(CH.sub.2).sub.2                                                                       F   OPh                                         6332      CH.sub.2 NH(CH.sub.2).sub.2                                                                       F   OCH.sub.2 CHCH.sub.2                        6333      CH.sub.2 NH(CH.sub.2).sub.2                                                                       F   OCH.sub.2 CCH                               6334      CH.sub.2 NH(CH.sub.2).sub.2                                                                       F   OCH.sub.2 OC.sub.2 H.sub.5                  6335      CH.sub.2 NH(CH.sub.2).sub.2                                                                       F   NH.sub.2                                    6336      CH.sub.2 NH(CH.sub.2).sub.2                                                                       F   NHCH.sub.3                                  6337      CH.sub.2 NH(CH.sub.2).sub.2                                                                       F   N(CH.sub.3)Ph                               6338      CH.sub.2 NH(CH.sub.2).sub.2                                                                       F   NHOH                                        6339      CH.sub.2 NH(CH.sub.2).sub.2                                                                       F   N(CH.sub.3)OH                               6340      CH.sub.2 NH(CH.sub.2).sub.2                                                                       F   NHOCH.sub.3                                 6341      CH.sub.2 NH(CH.sub.2).sub.2                                                                       F   NHOCH.sub.2 CHCH.sub.2                      6342      CH.sub.2 NH(CH.sub.2).sub.2                                                                       F   NHOCH.sub.2 CCH                             6343      CH.sub.2 NH(CH.sub.2).sub.2                                                                       F   NHOCH.sub.2 Ph                              6344      CH.sub.2 NH(CH.sub.2).sub.2                                                                       F   NHOCH.sub.2 CO.sub.2 CH.sub.3               6345      CH.sub.2 NH(CH.sub.2).sub.2                                                                       F   NHN(CH.sub.3).sub.2                         6346      CH.sub.2 NH(CH.sub.2).sub.2                                                                       F   NH-2-pyridyl                                6347      CH.sub.2 NH(CH.sub.2).sub.2                                                                       F   NH-2-thiadiazoly                            6348      CH.sub.2 NH(CH.sub.2).sub.2                                                                       F   N.sub.3                                     6349      CH.sub.2 NH(CH.sub.2).sub.2                                                                       F   SCH.sub.3                                   6350      CH.sub.2 NH(CH.sub.2).sub.2                                                                       F   SC.sub.2 H.sub.5                            6351      (CH.sub.2).sub.2 NHCH.sub.2                                                                       F   OH                                          6352      (CH.sub.2).sub.2 NHCH.sub.2                                                                       F   OCH.sub.3                                   6353      (CH.sub.2).sub.2 NHCH.sub.2                                                                       F   OC.sub.2 H.sub.5                            6354      (CH.sub.2).sub.2 NHCH.sub.2                                                                       F   O-i-C.sub.3 H.sub.7                         6355      (CH.sub.2).sub.2 NHCH.sub.2                                                                       F   O(CH.sub.2).sub.2 Cl                        6356      (CH.sub.2).sub.2 NHCH.sub.2                                                                       F   OCH.sub.2 SCH.sub.3                         6357      (CH.sub.2).sub.2 NHCH.sub.2                                                                       F   OCH.sub.2 Ph                                6358      (CH.sub.2).sub.2 NHCH.sub.2                                                                       F   OPh                                         6359      (CH.sub.2).sub.2 NHCH.sub.2                                                                       F   OCH.sub.2 CHCH.sub.2                        6360      (CH.sub.2).sub.2 NH CH.sub.2                                                                      F   OCH.sub.2 CCH                               6361      (CH.sub.2).sub.2 NHCH.sub.2                                                                       F   OCH.sub.2 OC.sub.2 H.sub.5                  6362      (CH.sub.2).sub.2 NHCH.sub.2                                                                       F   NH.sub.2                                    6363      (CH.sub.2).sub.2 NHCH.sub.2                                                                       F   NHCH.sub.3                                  6364      (CH.sub.2).sub.2 NHCH.sub.2                                                                       F   N(CH.sub.3)Ph                               6365      (CH.sub.2).sub.2 NHCH.sub.2                                                                       F   NHOH                                        6366      (CH.sub.2).sub.2 NHCH.sub.2                                                                       F   N(CH.sub.3)OH                               6367      (CH.sub.2).sub.2 NHCH.sub.2                                                                       F   NHOCH.sub.3                                 6368      (CH.sub.2).sub.2 NHCH.sub.2                                                                       F   NHOCH.sub.2 CHCH.sub.2                      6369      (CH.sub.2).sub.2 NHCH.sub.2                                                                       F   NHOCH.sub.2 CCH                             6370      (CH.sub.2).sub.2 NHCH.sub.2                                                                       F   NHOCH.sub.2 Ph                              6371      (CH.sub.2).sub.2 NHCH.sub.2                                                                       F   NHOCH.sub.2 CO.sub.2 CH.sub.3               6372      (CH.sub.2).sub.2 NHCH.sub.2                                                                       F   NHN(CH.sub.3).sub.2                         6373      (CH.sub.2).sub.2 NHCH.sub.2                                                                       F   NH-2-pyridyl                                6374      (CH.sub.2).sub.2 NHCH.sub.2                                                                       F   NH-2-thiadiazoly                            6375      (CH.sub.2).sub.2 NHCH.sub.2                                                                       F   N.sub.3                                     6376      (CH.sub.2).sub.2 NHCH.sub.2                                                                       F   SCH.sub.3                                   6377      (CH.sub.2).sub.2 NHCH.sub.2                                                                       F   SC.sub.2 H.sub.5                            6378      (CH.sub.2).sub.3 NH F   OH                                          6379      (CH.sub.2).sub.3 NH F   OCH.sub.3                                   6380      (CH.sub.2).sub.3 NH F   OC.sub.2 H.sub.5                            6381      (CH.sub.2).sub.3 NH F   O-i-C.sub.3 H.sub.7                         6382      (CH.sub.2).sub.3 NH F   O(CH.sub.2).sub.2 Cl                        6383      (CH.sub.2).sub.3 NH F   OCH.sub.2 SCH.sub.3                         6384      (CH.sub.2).sub.3 NH F   OCH.sub.2 Ph                                6385      (CH.sub.2).sub.3 NH F   OPh                                         6386      (CH.sub.2).sub.3 NH F   OCH.sub.2 CHCH.sub.2                        6387      (CH.sub.2).sub.3 NH F   OCH.sub.2 CCH                               6388      (CH.sub.2).sub.3 NH F   OCH.sub.2 OC.sub.2 H.sub.5                  6389      (CH.sub.2).sub.3 NH F   NH.sub.2                                    6390      (CH.sub.2).sub.3 NH F   NHCH.sub.3                                  6391      (CH.sub.2).sub.3 NH F   N(CH.sub.3)Ph                               6392      (CH.sub.2).sub.3 NH F   NHOH                                        6393      (CH.sub.2).sub.3 NH F   N(CH.sub.3)OH                               6394      (CH.sub.2).sub.3 NH F   NHOCH.sub.3                                 6395      (CH.sub.2).sub.3 NH F   NHOCH.sub.2 CHCH.sub.2                      6396      (CH.sub.2).sub.3 NH F   NHOCH.sub.2 CCH                             6397      (CH.sub.2).sub.3 NH F   NHOCH.sub. 2 Ph                             6398      (CH.sub.2).sub.3 NH F   NHOCH.sub.2 CO.sub.2 CH.sub.3               6399      (CH.sub.2).sub.3 NH F   NHN(CH.sub.3).sub.2                         6400      (CH.sub.2).sub.3 NH F   NH-2-pyridyl                                6401      (CH.sub.2).sub.3 NH F   NH-2-thiadiazoly                            6402      (CH.sub.2).sub.3 NH F   N.sub.3                                     6403      (CH.sub.2).sub.3 NH F   SCH.sub.3                                   6404      (CH.sub.2).sub.3 NH F   SC.sub.2 H.sub.5                            6405      CH.sub.2 N(CO.sub.2 CH.sub.3)(CH.sub.2).sub.2                                                     F   OH                                          6406      CH.sub.2 N(CO.sub.2 CH.sub.3)(CH.sub.2).sub.2                                                     F   OCH.sub.3                                   6407      CH.sub.2 N(CO.sub.2 CH.sub.3)(CH.sub.2).sub.2                                                     F   OC.sub.2 H.sub.5                            6408      CH.sub.2 N(CO.sub.2 CH.sub.3)(CH.sub.2).sub.2                                                     F   O-i-C.sub.3 H.sub.7                         6409      CH.sub.2 N(CO.sub.2 CH.sub.3)(CH.sub.2).sub.2                                                     F   O(CH.sub.2).sub. 2 Cl                       6410      CH.sub.2 N(CO.sub.2 CH.sub.3)(CH.sub.2).sub.2                                                     F   OCH.sub.2 SCH.sub.3                         6411      CH.sub.2 N(CO.sub.2 CH.sub.3)(CH.sub.2).sub.2                                                     F   OCH.sub.2 Ph                                6412      CH.sub.2 N(CO.sub.2 CH.sub.3)(CH.sub.2).sub.2                                                     F   OPh                                         6413      CH.sub.2 N(CO.sub.2 CH.sub.3)(CH.sub.2).sub.2                                                     F   OCH.sub.2 CHCH.sub.2                        6414      CH.sub.2 N(CO.sub.2 CH.sub.3)(CH.sub.2).sub.2                                                     F   OCH.sub.2 CCH                               6415      CH.sub.2 N(CO.sub.2 CH.sub.3)(CH.sub.2).sub.2                                                     F   OCH.sub.2 OC.sub.2 H.sub.5                  6416      CH.sub.2 N(CO.sub.2 CH.sub.3)(CH.sub.2).sub.2                                                     F   NH.sub.2                                    6417      CH.sub.2 N(CO.sub.2 CH.sub.3)(CH.sub.2).sub.2                                                     F   NHCH.sub.3                                  6418      CH.sub.2 N(CO.sub.2 CH.sub.3)(CH.sub.2).sub.2                                                     F   N(CH.sub.3)Ph                               6419      CH.sub.2 N(CO.sub.2 CH.sub.3)(CH.sub.2).sub.2                                                     F   NHOH                                        6420      CH.sub.2 N(CO.sub.2 CH.sub.3)(CH.sub.2).sub.2                                                     F   N(CH.sub.3)OH                               6421      CH.sub.2 N(CO.sub.2 CH.sub.3)(CH.sub.2).sub.2                                                     F   NHOCH.sub.3                                 6422      CH.sub.2 N(CO.sub.2 CH.sub.3)(CH.sub.2).sub.2                                                     F   NHOCH.sub.2 CHCH.sub.2                      6423      CH.sub.2 N(CO.sub.2 CH.sub.3)(CH.sub.2).sub.2                                                     F   NHOCH.sub.2 CCH                             6424      CH.sub.2 N(CO.sub.2 CH.sub.3)(CH.sub.2).sub.2                                                     F   NHOCH.sub.2 Ph                              6425      CH.sub.2 N(CO.sub.2 CH.sub.3)(CH.sub.2).sub.2                                                     F   NHOCH.sub.2 CO.sub.2 CH.sub.3               6426      CH.sub.2 N(CO.sub.2 CH.sub.3)(CH.sub.2).sub.2                                                     F   NHN(CH.sub.3).sub.2                         6427      CH.sub.2 N(CO.sub.2 CH.sub.3)(CH.sub.2).sub.2                                                     F   NH-2-pyridyl                                6428       CH.sub.2 N(CO.sub.2 CH.sub.3)(CH.sub.2).sub.2                                                    F   NH-2-thiadiazoly                            6429      CH.sub.2 N(CO.sub.2 CH.sub.3)(CH.sub.2).sub.2                                                     F   N.sub.3                                     6430      CH.sub.2 N(CO.sub.2 CH.sub.3)(CH.sub.2).sub.2                                                     F   SCH.sub.3                                   6431      CH.sub.2 N(CO.sub.2 CH.sub.3)(CH.sub.2).sub.2                                                     F   SC.sub.2 H.sub.5                            6432      CH.sub.2 N(COCH.sub.3)(CH.sub.2).sub.2                                                            F   OH                                          6433      CH.sub.2 N(COCH.sub.3)(CH.sub.2).sub.2                                                            F   OCH.sub.3                                   6434      CH.sub.2 N(COCH.sub.3)(CH.sub.2).sub.2                                                            F   OC.sub.2 H.sub.5                            6435      CH.sub.2 N(COCH.sub.3)(CH.sub.2).sub.2                                                            F   O-i-C.sub.3 H.sub.7                         6436      CH.sub.2 N(COCH.sub.3)(CH.sub.2).sub.2                                                            F   O(CH.sub.2).sub.2 Cl                        6437      CH.sub.2 N(COCH.sub.3)(CH.sub.2).sub.2                                                            F   OCH.sub.2 SCH.sub.3                         6438      CH.sub.2 N(COCH.sub.3)(CH.sub.2 ).sub.2                                                           F   OCH.sub.2 Ph                                6439      CH.sub.2 N(COCH.sub.3)(CH.sub.2).sub.2                                                            F   OPh                                         6440      CH.sub.2 N(COCH.sub.3)(CH.sub.2).sub.2                                                            F   OCH.sub.2 CHCH.sub.2                        6441      CH.sub.2 N(COCH.sub.3)(CH.sub.2).sub.2                                                            F   OCH.sub.2 CCH                               6442      CH.sub.2 N(COCH.sub.3)(CH.sub.2).sub.2                                                            F   OCH.sub.2 OC.sub.2 H.sub.5                  6443      CH.sub.2 N(COCH.sub.3)(CH.sub.2).sub.2                                                            F   NH.sub.2                                    6444      CH.sub.2 N(COCH.sub.3)(CH.sub.2).sub.2                                                            F   NHCH.sub.3                                  6445      CH.sub.2 N(COCH.sub.3)(CH.sub.2).sub.2                                                            F   N(CH.sub.3)Ph                               6446      CH.sub.2 N(COCH.sub.3)(CH.sub.2).sub.2                                                            F   NHOH                                        6447      CH.sub.2 N(COCH.sub.3)(CH.sub.2).sub.2                                                            F   N(CH.sub.3)OH                               6448      CH.sub.2 N(COCH.sub.3)(CH.sub.2 ).sub.2                                                           F   NHOCH.sub.3                                 6449      CH.sub.2 N(COCH.sub.3)(CH.sub.2).sub.2                                                            F   NHOCH.sub.2 CHCH.sub.2                      6450      CH.sub.2 N(COCH.sub.3)(CH.sub.2).sub.2                                                            F   NHOCH.sub.2 CCH                             6451      CH.sub.2 N(COCH.sub.3)(CH.sub.2).sub.2                                                            F   NHOCH.sub.2 Ph                              6452      CH.sub.2 N(COCH.sub.3)(CH.sub.2).sub.2                                                            F   NHOCH.sub.2 CO.sub.2 CH.sub.3               6453      CH.sub.2 N(COCH.sub.3)(CH.sub.2).sub.2                                                            F   NHN(CH.sub.3).sub.2                         6454      CH.sub.2 N(COCH.sub.3)(CH.sub.2).sub.2                                                            F   NH-2-pyridyl                                6455      CH.sub.2 N(COCH.sub.3)(CH.sub.2).sub.2                                                            F   NH-2-thiadiazoly                            6456      CH.sub.2 N(COCH.sub.3)(CH.sub.2).sub.2                                                            F   N.sub.3                                     6457      CH.sub.2 N(COCH.sub.3)(CH.sub.2).sub.2                                                            F   SCH.sub.3                                   6458      CH.sub.2 N(COCH.sub.3)(CH.sub.2).sub.2                                                            F   SC.sub.2 H.sub.5                            6459a     (CH.sub.2).sub.2 N(CO.sub.2 CH.sub.3)CH.sub.2                                                     F   OH                 cis                      6459b     (CH.sub.2).sub.2 N(CO.sub.2 CH.sub.3)CH.sub.2                                                     F   OH                 trans                    6460a     (CH.sub.2).sub.2 N(CO.sub.2 CH.sub.3)CH.sub.2                                                     F   OCH.sub.3          cis                      6460b     (CH.sub.2).sub.2 N(CO.sub.2 CH.sub.3)CH.sub.2                                                     F   OCH.sub.3          trans                    6461      (CH.sub.2).sub.2 N(CO.sub.2 CH.sub.3)CH.sub.2                                                     F   OC.sub.2 H.sub.5                            6462      (CH.sub.2).sub.2 N(CO.sub.2 CH.sub.3)CH.sub.2                                                     F   O-i-C.sub.3 H.sub.7                         6463      (CH.sub.2).sub.2 N(CO.sub.2 CH.sub.3)CH.sub.2                                                     F   O(CH.sub.2).sub.2 Cl                        6464      (CH.sub.2).sub.2 N(CO.sub.2 CH.sub.3)CH.sub.2                                                     F   OCH.sub.2 SCH.sub.3                         6465      (CH.sub.2).sub.2 N(CO.sub.2 CH.sub.3)CH.sub.2                                                     F   OCH.sub.2 Ph                                6466      (CH.sub.2).sub.2  N(CO.sub.2 CH.sub.3)CH.sub.2                                                    F   OPh                                         6467      (CH.sub.2).sub.2 N(CO.sub.2 CH.sub.3)CH.sub.2                                                     F   OCH.sub.2 CHCH.sub.2                        6468      (CH.sub.2).sub.2 N(CO.sub.2 CH.sub.3)CH.sub.2                                                     F   OCH.sub.2 CCH                               6469      (CH.sub.2).sub.2 N(CO.sub.2 CH.sub.3)CH.sub.2                                                     F   OCH.sub.2 OC.sub.2 H.sub.5                  6470      (CH.sub.2).sub.2 N(CO.sub.2 CH.sub.3)CH.sub.2                                                     F   NH.sub.2                                    6471      (CH.sub.2).sub.2 N(CO.sub.2 CH.sub.3)CH.sub.2                                                     F   NHCH.sub.3                                  6472      (CH.sub.2).sub.2 N(CO.sub.2 CH.sub.3)CH.sub.2                                                     F   N(CH.sub.3)Ph                               6473      (CH.sub.2).sub.2 N(CO.sub.2 CH.sub.3)CH.sub.2                                                     F   NHOH                                        6474      (CH.sub.2).sub.2 N(CO.sub.2 CH.sub.3)CH.sub.2                                                     F   N(CH.sub.3)OH                               6475      (CH.sub.2).sub.2 N(CO.sub.2 CH.sub.3)CH.sub.2                                                     F   NHOCH.sub.3                                 6476      (CH.sub.2).sub.2 N(CO.sub.2 CH.sub.3)CH.sub.2                                                     F   NHOCH.sub.2 CHCH.sub.2                      6477      (CH.sub.2).sub.2 N(CO.sub.2 CH.sub.3)CH.sub.2                                                     F   NHOCH.sub.2 CCH                             6478      (CH.sub.2).sub.2 N(CO.sub.2 CH.sub.3)CH.sub.2                                                     F   NHOCH.sub.2 Ph                              6479      (CH.sub.2).sub.2 N(CO.sub.2 CH.sub.3)CH.sub.2                                                     F   NHOCH.sub.2 CO.sub.2 CH.sub.3               6480      (CH.sub.2).sub.2 N(CO.sub.2 CH.sub.3)CH.sub.2                                                     F   NHN(CH.sub.3).sub.2                         6481      (CH.sub.2).sub.2 N(CO.sub.2 CH.sub.3)CH.sub.2                                                     F   NH-2-pyridyl                                6482      (CH.sub.2).sub.2 N(CO.sub.2 CH.sub.3)CH.sub.2                                                     F   NH-2-thiadiazoly                            6483      (CH.sub.2).sub.2 N(CO.sub.2 CH.sub.3)CH.sub.2                                                     F   N.sub.3                                     6484      (CH.sub.2).sub.2 N(CO.sub.2 CH.sub.3)CH.sub.2                                                     F   S CH.sub.3                                  6485      (CH.sub.2).sub.2 N(CO.sub.2 CH.sub.3)CH.sub.2                                                     F   SC.sub.2 H.sub.5                            6486      (CH.sub.2).sub.2 N(COCH.sub.3)CH.sub.2                                                            F   OH                                          6487      (CH.sub.2).sub.2 N(COCH.sub.3)CH.sub.2                                                            F   OCH.sub.3                                   6488      (CH.sub.2).sub.2 N(COCH.sub.3)CH.sub.2                                                            F   OC.sub.2 H.sub.5                            6489      (CH.sub.2).sub.2 N(COCH.sub.3)CH.sub.2                                                            F   O-i-C.sub.3 H.sub.7                         6490      (CH.sub.2).sub.2 N(COCH.sub.3)CH.sub.2                                                            F   O(CH.sub.2).sub.2 Cl                        6491      (CH.sub.2).sub.2 N(COCH.sub.3)CH.sub.2                                                            F   OCH.sub.2 SCH.sub.3                         6492      (CH.sub.2).sub.2 N(COCH.sub.3)CH.sub.2                                                            F   OCH.sub.2 Ph                                6493      (CH.sub.2).sub.2 N(COCH.sub.3)CH.sub.2                                                            F   OPh                                         6494      (CH.sub.2).sub.2 N(COCH.sub.3)CH.sub.2                                                            F   OCH.sub.2 CHCH.sub.2                        6495      (CH.sub.2).sub.2 N(COCH.sub.3)CH.sub.2                                                            F   OCH.sub.2 CCH                               6496      (CH.sub.2).sub.2 N(COCH.sub.3)CH.sub.2                                                            F   OCH.sub.2 OC.sub.2 H.sub.5                  6497      (CH.sub.2).sub.2 N(COCH.sub.3)CH.sub.2                                                            F   NH.sub.2                                    6498      (CH.sub.2).sub.2 N(COCH.sub.3)CH.sub.2                                                            F   NHCH.sub.3                                  6499      (CH.sub.2).sub.2 N(COCH.sub.3)CH.sub.2                                                            F   N(CH.sub.3)Ph                               6500      (CH.sub.2).sub.2 N(COCH.sub.3)CH.sub.2                                                            F   NHOH                                        6501      (CH.sub.2).sub.2 N(COCH.sub.3)CH.sub.2                                                            F   N(CH.sub.3)OH                               6502      (CH.sub.2).sub.2 N(COCH.sub.3)CH.sub.2                                                            F   NHOCH.sub.3                                 6503      (CH.sub.2).sub.2 N(COCH.sub.3)CH.sub.2                                                            F   NHOCH.sub.2 CHCH.sub.2                      6504      (CH.sub.2).sub.2 N(COCH.sub.3)CH.sub.2                                                            F   NHOCH.sub.2 CCH                             6505      (CH.sub.2).sub.2 N(COCH.sub.3)CH.sub.2                                                            F   NHOCH.sub.2 Ph                              6506      (CH.sub.2).sub.2 N(COCH.sub.3)CH.sub.2                                                            F   NHOCH.sub.2 CO.sub.2 CH.sub.3               6507      (CH.sub.2).sub.2 N(COCH.sub.3)CH.sub.2                                                            F   NHN(CH.sub.3).sub.2                         6508      (CH.sub.2).sub.2 N(COCH.sub.3)CH.sub.2                                                            F   NH-2-pyridyl                                6509      (CH.sub.2).sub.2 N(COCH.sub.3)CH.sub.2                                                            F   NH-2-thiadiazoly                            6510      (CH.sub.2).sub.2 N(COCH.sub.3)CH.sub.2                                                            F   N.sub.3                                     6511      (CH.sub.2).sub.2 N(COCH.sub.3)CH.sub.2                                                            F   SCH.sub.3                                   6512      (CH.sub.2).sub.2 N(COCH.sub.3)CH.sub.2                                                            F   SC.sub.2 H.sub.5                            6513      (CH.sub.2).sub.3 N(CO.sub.2 CH.sub.3)                                                             F   OH                                          6514      (CH.sub.2).sub.3 N(CO.sub.2 CH.sub.3)                                                             F   OCH.sub.3                                   6515      (CH.sub.2).sub.3 N(CO.sub.2 CH.sub.3)                                                             F   OC.sub. 2 H.sub.5                           6516      (CH.sub.2).sub.3 N(CO.sub.2 CH.sub.3)                                                             F   O-i-C.sub.3 H.sub.7                         6517      (CH.sub.2).sub.3 N(CO.sub.2 CH.sub.3)                                                             F   O(CH.sub.2).sub.2 Cl                        6518      (CH.sub.2).sub.3 N(CO.sub.2 CH.sub.3)                                                             F   OCH.sub.2 SCH.sub.3                         6519      (CH.sub.2).sub.3 N(CO.sub.2 CH.sub.3)                                                             F   OCH.sub.2 Ph                                6520      (CH.sub.2).sub.3 N(CO.sub.2 CH.sub.3)                                                             F   OPh                                         6521      (CH.sub.2).sub.3 N(CO.sub.2 CH.sub.3)                                                             F   OCH.sub.2 CHCH.sub.2                        6522      (CH.sub.2).sub.3 N(CO.sub.2 CH.sub.3)                                                             F   OCH.sub.2 CCH                               6523      (CH.sub.2).sub.3 N(CO.sub.2 CH.sub.3)                                                             F   OCH.sub.2 OC.sub.2 H.sub.5                  6524      (CH.sub.2).sub.3 N(CO.sub.2 CH.sub.3)                                                             F   NH.sub.2                                    6525      (CH.sub.2).sub.3 N(CO.sub.2 CH.sub.3)                                                             F   NHCH.sub.3                                  6526      (CH.sub.2).sub. 3 N(CO.sub.2 CH.sub.3)                                                            F   N(CH.sub.3)Ph                               6527      (CH.sub.2).sub.3 N(CO.sub.2 CH.sub.3)                                                             F   NHOH                                        6528      (CH.sub.2).sub.3 N(CO.sub.2 CH.sub.3)                                                             F   N(CH.sub.3)OH                               6529      (CH.sub.2).sub.3 N(CO.sub.2 CH.sub.3)                                                             F   NHOCH.sub.3                                 6530      (CH.sub.2).sub.3 N(CO.sub.2 CH.sub.3)                                                             F   NHOCH.sub.2 CHCH.sub.2                      6531      (CH.sub.2).sub.3 N(CO.sub.2 CH.sub.3)                                                             F   NHOCH.sub.2 CCH                             6532      (CH.sub.2).sub.3 N(CO.sub.2 CH.sub.3)                                                             F   NHOCH.sub.2 Ph                              6533      (CH.sub.2).sub.3 N(CO.sub.2 CH.sub.3)                                                             F   NHOCH.sub.2 CO.sub.2 CH.sub.3               6534      (CH.sub.2).sub.3 N(CO.sub.2 CH.sub.3)                                                             F   NHN(CH.sub.3).sub.2                         6535      (CH.sub.2).sub.3 N(CO.sub.2 CH.sub.3)                                                             F   NH-2-pyridyl                                6536      (CH.sub.2).sub.3 N(CO.sub.2 CH.sub.3)                                                             F   NH-2-thiadiazoly                            6537      (CH.sub.2).sub.3 N(CO.sub.2 CH.sub.3)                                                             F   N.sub.3                                     6538      (CH.sub.2).sub.3 N(CO.sub.2 CH.sub.3)                                                             F   SCH.sub.3                                   6539      (CH.sub.2).sub.3 N(CO.sub.2 CH.sub.3)                                                             F   SC.sub.2 H.sub.5                            6540      (CH.sub.2).sub.3 N(COCH.sub.3)                                                                    F   OH                                          6541      (CH.sub.2).sub.3 N(COCH.sub.3)                                                                    F   OCH.sub.3                                   6542      (CH.sub.2).sub.3 N(COCH.sub.3)                                                                    F   OC.sub.2 H.sub.5                            6543      (CH.sub.2).sub.3 N(COCH.sub.3)                                                                    F   O-i-C.sub.3 H.sub.7                         6544      (CH.sub.2).sub.3 N(COCH.sub.3)                                                                    F   O(CH.sub.2).sub.2 Cl                        6545      (CH.sub.2).sub.3 N(COCH.sub.3)                                                                    F   OCH.sub.2 SCH.sub.3                         6546      (CH.sub.2).sub.3 N(COCH.sub.3)                                                                    F   OCH.sub.2 Ph                                6547      (CH.sub.2).sub.3 N(COCH.sub.3)                                                                    F   OPh                                         6548      (CH.sub.2).sub.3 N(COCH.sub.3)                                                                    F   OCH.sub.2 CHCH.sub. 2                       6549      (CH.sub.2).sub.3 N(COCH.sub.3)                                                                    F   OCH.sub.2 CCH                               6550      (CH.sub.2).sub.3 N(COCH.sub.3)                                                                    F   OCH.sub.2 OC.sub.2 H.sub.5                  6551      (CH.sub.2).sub.3 N(COCH.sub.3)                                                                    F   NH.sub.2                                    6552      (CH.sub.2).sub.3 N(COCH.sub.3)                                                                    F   NHCH.sub.3                                  6553      (CH.sub.2).sub.3 N(COCH.sub.3)                                                                    F   N(CH.sub.3)Ph                               6554      (CH.sub.2).sub.3 N(COCH.sub.3)                                                                    F   NHOH                                        6555      (CH.sub.2).sub.3 N(COCH.sub.3)                                                                    F   N(CH.sub.3)OH                               6556      (CH.sub.2).sub.3 N(COCH.sub.3)                                                                    F   NHOCH.sub.3                                 6557      (CH.sub.2).sub.3 N(COCH.sub.3)                                                                    F   NHOCH.sub.2 CHCH.sub.2                      6558      (CH.sub.2).sub.3 N(COCH.sub.3)                                                                    F   NHOCH.sub.2 CCH                             6559      (CH.sub.2).sub.3 N(COCH.sub.3)                                                                    F   NHOCH.sub.2 Ph                              6560      (CH.sub.2).sub.3 N(COCH.sub.3)                                                                    F   NHOCH.sub.2 CO.sub.2 CH.sub.3               6561      (CH.sub.2).sub.3 N(COCH.sub.3)                                                                    F   NHN(CH.sub.3).sub.2                         6562      (CH.sub.2).sub.3 N(COCH.sub.3)                                                                    F   NH-2-pyridyl                                6563      (CH.sub.2).sub.3 N(COCH.sub.3)                                                                    F   NH-2-thiadiazoly                            6564      (CH.sub.2).sub.3 N(COCH.sub.3)                                                                    F   N.sub.3                                     6565      (CH.sub.2).sub.3 N(COCH.sub.3)                                                                    F   SCH.sub.3                                   6566      (CH.sub.2).sub.3 N(COCH.sub.3)                                                                    F   SC.sub.2 H.sub.5                            __________________________________________________________________________

                                      TABLE 7                                     __________________________________________________________________________     ##STR27##                                                                    Compound                                                                      No.       R.sup.5                                                                              R.sup.3                                                                              R.sup.4                                                                              X     W     Y              Remarks             __________________________________________________________________________    7001         CH(CH.sub.2).sub.3                                                                              F     S     H                                  7002         CH(CH.sub.2).sub.3                                                                              F     S     OH                                 7003         CH(CH.sub.2).sub.3                                                                              F     S     OCH.sub.3                          7004         CH(CH.sub.2).sub.3                                                                              F     S     OC.sub.2 H.sub.5                   7005         CH(CH.sub.2).sub.3                                                                              F     S     O-n-C.sub.3 H.sub.7                7006         CH(CH.sub.2).sub.3                                                                              F     S     O-i-C.sub.3 H.sub.7                7007         CH(CH.sub.2).sub.3                                                                              F     S     O-n-C.sub.4 H.sub.9                7008         CH(CH.sub.2).sub.3                                                                              F     S     O-i-C.sub.4 H.sub. 9               7009         CH(CH.sub.2).sub.3                                                                              F     S     O-s-C.sub.4 H.sub.9                7010         CH(CH.sub.2).sub.3                                                                              F     S     O-t-C.sub.4 H.sub.9                7011         CH(CH.sub.2).sub.3                                                                              F     S     O(CH.sub.2).sub.2Cl                7012         CH(CH.sub.2).sub.3                                                                              F     S     OCH.sub.2SCH.sub.3                 7013         CH(CH.sub.2).sub.3                                                                              F     S     OCH.sub.2Ph                        7014         CH(CH.sub.2).sub.3                                                                              F     S     OPh                                7015         CH(CH.sub.2).sub.3                                                                              F     S     OCH.sub.2CHCH.sub.2                7016         CH(CH.sub.2).sub.3                                                                              F     S     OCH.sub.2CCH                       7017         CH(CH.sub.2).sub.3                                                                              F     S     OCH.sub.2OC.sub.2 H.sub.5          7018      CH.sub.3                                                                         (CH.sub.2).sub.4  F     O     OH                                 7019      CH.sub.3                                                                         (CH.sub.2).sub.4  F     O     OCH.sub.3                          7020      CH.sub.3                                                                         (CH.sub.2).sub.4  F     O     OC.sub.2 H.sub.5                   7021      CH.sub.3                                                                             CH.sub. 3                                                                            CH.sub.3                                                                             F     O     OH                                 7022      CH.sub.3                                                                             CH.sub.3                                                                             CH.sub.3                                                                             F     O     OCH.sub.3                          7023      CH.sub.3                                                                             CH.sub.3                                                                             CH.sub.3                                                                             F     O     OC.sub.2 H.sub.5                   7024  CHCH.sub.3        CH.sub.3                                                                             F     O     OH                                 7025  CHCH.sub.3        CH.sub.3                                                                             F     O     OCH.sub.3                          7026  CHCH.sub.3        CH.sub.3                                                                             F     O     OCH.sub.3                          __________________________________________________________________________

                                      TABLE 8                                     __________________________________________________________________________    Compound                                                                            .sup.1 H-NMR(δ ppm, CDCl.sub.3)                                   No.   and/or Physical data                                                    __________________________________________________________________________    1002a mp 77-79° C.                                                     1002a1                                                                              [α].sub.D.sup.30 =+18.5° (C=0.029, iPrOH)                        (60% enantiomeric excess)                                               1002a2                                                                              [α].sub.D.sup.30 =-14.2° (c=0.049, iPrOH)                        (70% enantiomeric excess)                                               1002b mp 122-124° C.                                                   1002b1                                                                              [α].sub.D.sup.30 =+36.6° (c=0.071, iPrOH)                        (99% enantiomeric excess)                                               1002b2                                                                              [α].sub.D.sup.30 =-38.6° (c=0.083, iPrOH)                        (87% enantiomeric excess)                                               1003a 1.7-2.73(6H, m), 3.55(3H, s), 3.88(6H, s), 5.23-5.57(1H, m),                  5.63(1H, s)                                                             1003b 1.53-2.77(6H, m), 3.71(3H, s), 3.87(6H, s), 5.3-5.76(1H, m),                  5.63(1H, s)                                                             1004b 1.22(3H, t, J=7Hz), 1.53-2.69(6H, m), 3.88(6H, s), 4.17(2H, q,                J=7Hz),                                                                       5.27-5.90(1H, m), 5.63(1H, s)                                                 mp 39.4-42.0° C.                                                 1006a 1.08(3H, d, J=6Hz), 1.17(3H, d, J=6Hz), 1.74-2.74(6H, m),                     3.91(6H, s), 4.92(1H, sep, J=6Hz), 5.66(1H, s), 5.27-5.86(1H, m)        1006b 1.16(3H, d, J=6.2Hz), 1.26(3H, d, J=6.2Hz), 1.51-2.68(6H, m),                 3.89(6H, s), 5.03(1H, sep), 5.66(1H, s), 5.31-5.95(1H, m)               1007b 0.67-2.67(13H, m), 3.90(6H, s), 4.12(2H, t, J=6Hz), 5.33-5.92(1H,             m),                                                                           5.66((1H, s)                                                            1009b 0.67-1.33(6H, m), 1.43-2.57(8H, m), 3.90(6H, s), 4.67-5.13(1H, m),            5.33-5.93(1H.m), 5.67(1H, s)                                            1010a 1.37(9H, s), 1.67-2.67(6H, m), 3.92(6H, s), 5.67(1H, s),                      5.23-5.82(1H, m)                                                              mp 77.0-79.9° C.                                                 1010b 1.43(9H, s), 1.53-2.58(6H, m), 3.89(6H, s), 5.38-5.93(1H, m),                 5.66(1H, s)                                                             1011a 1.70-2.77(6H, m), 3.60(2H, t, J=6Hz), 3.90(6H, s), 4.25(2H, t,                J=6Hz),                                                                       5.69(1H, s), 5.30-5.87(1H, m)                                           1011b 1.41-2.74(6H, m), 3.63(2H, t, J=6Hz), 3.87(6H, s), 4.37(2H, t,                J=6Hz),                                                                       5.64(1H, s), 5.26-6.01(1H, m)                                           1012a 2.14(3H, s), 1.73-2.73(6H, m), 3.88(6H, s), 5.02(2H, s)5.63(1H, s)            5.27-5.79(1H, m)                                                        1012b 2.17(3H, s), 1.53-2.70(6H, m), 3.89(6H, s), 5.17(2H, s), 5.66(1H,             s)                                                                            5.32-5.90(1H, m)                                                        1013a 1.60-2.67(6H, m), 3.85(6H, s), 4.91(1H, s), 5.00(1H, s), 5.33-5.83            (1H, m), 5.62(1H, s), 7.24(5H, s)                                       1013b 1.64-2.67(6H, m), 3.69(6H, s), 5.16(2H, s)5.62(1H, s), 5.34-5.92              (1H, m), 7.07-7.42(5H, m)                                               1023a 1.69-2.79(6H, m), 3.92(6H, s), 5.69(1H, s), 5.42-5.97(1H, m),                 6.64-7.45(5H, m)                                                        1023b 1.60-2.82(6H, m), 3.81(6H, s), 5.37-6.03(1H, m), 5.66(1H, s),                 6.83-7.50(5H, m)                                                              mp.53.0-55.5° C.                                                 1024a 1.67-2.77(6H, m), 3.93(6H, s), 5.72(1H, s), 5.43-6.03(1H, m),                 6.87-7.53(4H, m)                                                        1024b 1.70-2.91(6H, m), 3.89(6H, s), 5.46-6.13(1H, m), 5.70(1H, s),                 6.93-7.50(5H, m)                                                        1033a 1.70-2.67(6H, m), 3.89(6H, s), 4.33-4.55(2H, m), 4.97-5.41(2H, m),            5.67(1H, s), 5.43-6.03(2H, m)                                           1033b 1.83-2.70(6H, m), 3.88(6H, s), 4.53-4.73(2H, m), 5.00-5.42(2H, m),            5.61(1H, s), 5.50-6.10(2H, m)                                           1034a 2.35(1H, t, J=2.4Hz), 1.53-2.77(6H, m), 3.93(6H, s), 4.52(2H, d,              J=2.4Hz), 5.64(1H, s), 5.30-5.80(1H, m)                                 1034b 1.64-2.57(6H, m), 2.43(1H, t, J=2.4Hz), 3.88(6H, s),                          4.72(2H, d, J=2.4Hz), 5.30-5.87(1H, m), 5.64(1H, s)                     1038b white powder                                                            1039b white powder                                                            1040b white powder                                                            1041b white powder                                                            1042b 1.40-2.67(6H, m), 1.70(3H, s), 1.77(3H, s), 3.91(6H, s),                      5.37-5.97(1H, m), 5.67(1H, s)                                           1043b 1.37-2.64(6H, m), 1.70(3H, s), 3.89(6H, s), 4.54(2H, s), 4.90(2H,             bs)                                                                           5.30-5.95(1H, m), 5.63(1H, s)                                           1069a 1.67-2.67(6H, m), 3.89(6H, s), 5.57(1H, s), 5.40-5.90(1H, m),                 7.17-7.77(5H, m), 8.11(1H, s)                                                 mp 114.0-115.5° C.                                               1069b 1.47-2.80(6H, m), 3.87(6H, s), 5.62(1H, s), 5.34-6.07(1H, m),                 7.14-7.80(5H, m), 8.26(1H, s)                                           1075a 1.26(3H, t, J=7Hz), 2.00(3H, s), 1.66-2.53(6H, m), 3.88(6H, s),               4.11(2H, q, J=7Hz), 5.62(1H, s), 5.29-5.79(1H, m)                       1076b 1.57-2.60(6H, m), 2.82(4H, s), 3.86(6H, s), 5.67(1H, s),                      5.43-6.03(1H, m)                                                        1081  0.93 and 1.02(3H, d, J=3.6Hz and J=2Hz), 1.02-2.63(5H, m), 3.71               (6H, s), 4.78-5.62(1H, m), 5.51(1H, s)                                  1082  1.06-1.39(6H, m), 1.43-2.9(5H, m), 3.9(6H, s), 3.87-4.47(2H, m)               4.92-5.77(1H, m), 5.65(1H, s)                                           1180a mp 179-181° C.                                                   1180a1                                                                              [α].sub.D.sup.30 =+71.6° (c=0.046, iPrOH)                        (96% enantiomeric excess)                                               1180a2                                                                              [α].sub.D.sup.30 =-63.5° (c=0.060, iPrOH)                        (86% enantiomeric excess)                                               1180b mp 157.5-160° C.                                                 1180b1                                                                              [α].sub.D.sup.30 =+5.0° (c=0.092, iPrOH)                         (100% enantiomeric excess)                                              1180b2                                                                              [α].sub.D.sup.30 =-5.0° (c=0.10, iPrOH)                          (100% enantiomeric excess)                                              1181a 1.0-2.67(8H, m), 3.63(3H, s), 3.88(6H, s), 5.43-5.77(1H, m),                  5.77(1H,                                                                      s)                                                                      1181b 1.0-2.5(8H, m), 3.67(3H, s), 3.88(6H, s), 5.42-5.73(1H, m), 5.63              (1H, s)                                                                 1182a 1.17(3H, t, J=7Hz), 1.30-2.30(8H, m), 3.90(6H, s), 4.10(2H, q,                J=7Hz),                                                                       5.22-5.70(1H, m), 5.65(1H, s)                                           1182b 1.17(3H, t, J=7Hz), 1.33-2.42(8H, m), 3.90(6H, s), 4.15(2H, q,                J=7Hz),                                                                       5.02-5.42(1H, m), 5.63(1H, s)                                                 mp 107.5-110.0° C.                                               1183b 0.85(3H, t, J=6.4Hz), 1.19-2.38(11H, m), 3.89(6H, s),                         4.05(2H, t, J=6.4Hz), 5.04-5.75(1H, m), 5.63(1H, s)                           mp 69.6-71.3° C.                                                 1184a 1.12(3H, d, J=6Hz), 1.15(3H, d, J=6Hz), 1.37-2.27(8H, m),                     3.87(6H, s), 4.95(1H, sep, J=6Hz), 5.50-5.80(1H, m), 5.83(1H, s)        1184b 1.12(3H, d, J=6Hz), 1.18(3H, d, J=6Hz), 1.37-2.37(8H, m), 3.88(6H,            s),                                                                           5.0(1H, sep, J=6Hz), 5.07-5.40(1H, m), 5.63(1H, s)                      1185b 0.60-2.40(15H, m), 3.93(6H, s), 4.10(2H, t, J=6Hz),                           5.06-5.83(1H, m), 5.66(1H, s)                                           1186b 0.85(6H, d, J=6Hz), 1.20-2.47(9H, m), 3.89(1H, d, J=6Hz),                     3.90(1H, d, J=6Hz), 3.90(6H, s), 5.03-5.80(1H, m), 5.63(1H, s)                mp 56.3-57.0° C.                                                 1187b 0.70-1, 25(6H, m), 1.36-2.36(10H, m), 3.89(6H, s),                            4.70-5.76(2H, m), 5.66(1H, s)                                           1188b 1.33(9H, s), 1.40-2.33(8H, m), 3.87(6H, s), 5.00-5.35(1H, m),                 5.63(1H, s)                                                                   mp 143.5-146.5°  C.                                              1189a 1.33-2.30(8H, m), 3.60(2H, t, J=6Hz), 3.90(6H, s), 4.30(2H, t,                J=6Hz),                                                                       5.23-5.70(1H, m), 5.67(1H, s)                                           1189b 1.07-2.57(8H, m), 3.47-3.80(2H, m), 3.88(6H, s), 4.23-4.53(2H, m),            5.00-5.53(1H, m), 5.65(1H, s)                                           1190a 1.23-2.33(8H, m), 2.17(3H, s), 3.90(6H, s), 5.10(1H, s), 5.17(1H,             s)                                                                            5.32-5.63(1H, m), 5.67(1H, s)                                           1190b 1.00-2.33(8H, m), 2.13(3H, s), 3.90(6H, s), 5.17(2H, s), 5.27-5.53            (1H, m), 5.67(1H, s)                                                    1191a 1.10-2.38(8H, m), 3.85(6H, s), 4.93(1H, d, J=12Hz), 5.17(1H, d,               J=12Hz)                                                                       5.30-5.72(1H, m), 5.62(1H, s), 7.20(5H, s)                              1191b 1.10-2.43(8H, m), 3.83(6H, s), 5.05(1H, d, J=12Hz), 5.15(1H, d,               J=12Hz),                                                                      5.23-5.80(1H, m), 5.62(1H, s), 7.18(5H, s)                              1201a 1.17-3.07(8H, m), 3.90(6H, s), 5.40-5.83(1H, m), 5.67(1H, s),                 6.77-7.67(5H, m)                                                        1201b 1.17-2.73(8H, m), 3.90(6H, s), 5.07-5.57(1H, m), 5.87(1H, s),                 6.73-7.73(5H, m)                                                              mp 129.0-131.6° C.                                               1202a 1.17-2.50(8H, m), 3.90(6H, s), 5.33-5.83(1H, m), 5.68(1H, s),                 6.73-7.57(4H, m)                                                        1202b 1.17-2.73(8H, m), 3.90(6H, s), 5.17-6.00(1H, m), 5.70(1H, s),                 6.77-7.60(4H, m)                                                              mp 137.5-139.5° C.                                               1211a 1.12-2.35(8H, m), 3.88(6H, s), 4.33-4.63(2H, m), 4.93- 5.43(2H,               m),                                                                           5.63(1H, s), 5.52-6.17(2H, m)                                           1211b 1.00-2.50(8H, m), 3.90(6H, s), 4.32-4.62(2H, m), 4.97-5.43(2H, m),            5.63(1H, s), 5.47-6.13(2H, m)                                                 mp 41.0-42.5° C.                                                 1212a 0.77-2.33(8H, m), 2.40(1H, t, J=2Hz), 3.93(6H, s), 4.63(2H, d,                J=2Hz)                                                                        5.33-5.77(1H, m), 5.67(1H, s)                                           1212b 1.33-2.50(8H, m), 2.35(1H, t, J=2Hz), 3.90(6H, s), 4.65(2H, d,                J=2Hz)                                                                        5.07-5.57(1H, m), 5.97(1H, s)                                           1215b white powder                                                            1216b white powder                                                            1220b 1.69(3H, s), 1.72(3H, s), 1.13-2.43(8H, m), 3.89(6H, s),                      5.06-5.79(1H, m), 5.66(1H, s)                                                 mp 109.3-112.1° C.                                               1222b 1.10-2.44(12H, m), 3.89(6H, s), 4.50-5.00(1H, m),                             5.05-5.84(1H, m), 5.64(1H, s)                                                 mp 74.4-76.2° C.                                                 1223b 1.06-2.42(14H, m), 3.91(6H, s), 4.11(2H, q, J=6.6Hz),                         4.84-5.89((2H, m), 5.65(1H, s)                                          1224b 0.93-2.53(8H, m), 1.23(3H, t, J=7Hz), 3.90(6H, s), 4.17(2H, q,                J=7Hz),                                                                       4.63(2H, s), 5.05-5.87(1H, m), 5.67(1H, s)                                    mp 81.6-84.6° C.                                                 1225b 1.39-2.46(8H, m), 2.13(3H, s), 3.88(6H, s), 4.63(2H, s),                      5.08-5.82(1H, m), 5.67(1H, s)                                                 mp 106.6-107.9° C.                                               1226b 1.20-2.41(8H, m), 3.88(6H, s), 4.48(2H, q, J=8Hz, ), 5.06-5.81(1H,            m),                                                                           5.65(1H, s)                                                                   mp 75.1-77.4° C.                                                 1227b 1.27-2.41(8H, m), 3.88(6H, s), 4.74(2H, s), 5.00-5.75(1H, m)                  5.66(1H, s)                                                                   mp 94.7-96.2° C.                                                 1228b 1.34-2.46(8H, m), 3.91(6H, s), 4.69(2H, s), 5.33(1H, s), 5.46(1H,             s)                                                                            5.09-5.81(1H, m), 5.67(1H, s)                                                 mp 52.3-54.8° C.                                                 1229b 1.16-2.41(8H, m), 3.86(6H, s), 4.54(2H, dd, J=8Hz, 12Hz),                     5.00-5.78(1H, m), 5.65(1H, s), 5.78-6.42(2H, m)                               mp 59.3-61.6° C.                                                 1230b 1.12-2.39(8H, m), 3.91(6H, s), 4.62(2H, q, J=2.4Hz),                          5.09-5.84(1H, m), 5.65(1H, s)                                           1231b 1.13-2.38(8H, m), 3.89(6H, s), 5.03(1H, s), 5.08(1H, s),                      5.17-5.83(1H, s), 5.66(1H, s), 6.26(2H, m), 7.25(1H, m)                 1232b 1.21-2.49(9H, m), 2.44(2H, dt, J=3Hz, 6.4Hz), 3.90(6H, s),                    4.21(2H, t, J=6.4Hz), 5.04-5.76(1H, m), 5.66(1H, s)                     1233b 1.19-2.36(16H, m), 3.92(6H, s), 5.00-5.76(1H, m), 5.17(1H, m),                5.67(1H, s)                                                                   mp 91.5-93.9° C.                                                 1234b 1.33-2.40(8H, m), 3.37(2H, t, J=6Hz), 3.88(6H, s), 4.37(2H, t,                J=6Hz),                                                                       5.02-5.37(1H, m), 5.63(1H, s)                                           1235b 1.24-2.41(8H, m), 3.29-3.58(2H, m), 3.89(6H, s), 4.24(2H, t,                  J=6Hz),                                                                       5.05-5.78(1H, m), 5.65(1H, s)                                           1236b 1.40-2.42(18H, m), 3.90(6H, s), 4.58-5.00(1H, m),                             5.08-5.82(1H, m), 5.66(1H, s)                                           1237b 0.09-0.65(4H, m), 0.72-1.30(1H, m), 1.32-2.42(8H, m), 3.89(6H, s),            3.99(2H, d, J=2Hz), 5.09-5.85(1H, m), 5.65(1H, s)                             mp 73.6-75.5° C.                                                 1238b 1.00-2.40(11H, m), 3.92(6H, s), 4.30-4.77(2H, m), 5.00-6.03(3H,               m),                                                                           5.67(1H, s)                                                             1239b 1.03-2.43(14H, m), 3.90(6H, s), 4.37-4.75(2H, m), 4.93-5.83(2H,               m),                                                                           5.65(1H, s)                                                             1240b 0.77-2.50(8H, m), 3.87(6H, s), 4.73(2H, s), 4.90-5.87(1H, m),                 5.63(1H, s)                                                             1241b 1.10-2.63(8H, m), 3.80(6H, s), 4.60-4.83(2H, m), 4.93-5.77(1H, m),            5.57(1H, s), 6.08(1H, dt, J=16Hz, 6Hz), 6.52(1H, d, J=16Hz),                  7.23(5H, s)                                                                   mp.71.2-73.2° C.                                                 1242b 0.93-2.57(8H, m), 3.33(3H, s), 3.37(3H, s), 4.02(6H, s),                      5.07-5.97(1H, m)                                                              4.22(1H, d, J=6Hz), 4.23(1H, d, J=6Hz), 4.58(1H, dd, J=6Hz, 6Hz),             5.78(1H, s)                                                                   mp 68.6-70.0° C.                                                 1243b 1.17-2.40(8H, m), 3.91(6H, s), 4.11(2H, s), 4.47-4.69(1H, m),                 4.81-5.01(1H, m), 5.10-5.84(1H, m), 5.68(1H, s)                               mp 108.7-111.1° C.                                               1244b 1.28-2.33(14H, m), 3.87(6H, s), 5.06-6.03(4H, m), 5.62(1H, s)           1245b 1.17-2.37(8H, m), 3.86(6H, s), 5.00-5.77(1H, m), 5.20(1H, s),                 5.26(1H, s), 5.61(1H, s), 6.70-7.33(3H, m)                              1246b 1.10(3H, t, J=7Hz), 1.10-2.87(8H, m), 3.55(2H, q, J=7Hz), 3.87(6H,            s),                                                                           4.87-5.78(1H, m), 5.27(2H, s), 5.63(1H, s)                              1247b 0.73-2.57(8H, m), 3.87(6H, s), 4.90-5.53(1H, m), 5.67(1H, s),                 7.23-7.80(5H, m), 8.33(1H, s)                                                 mp 128.5-129.0° C.                                               1248b 0.93-2.60(8H, m), 1.97(3H, s), 2.00(3H, s), 3.88(6H, s),                      5.03-5.83(1H, m), 5.63(1H, s)                                           1249b 0.85-2.58(10H, m), 1.12(3H, t, J=7Hz), 1.95(3H, s), 3.88(6H, s),              5.05-5.85(1H, m), 5.65(1H, s)                                                 mp 89.4-91.3° C.                                                 1250b 0.73-2.57(16H, m), O.93(6H, t, J=7Hz), 3.90(6H, s), 5.00-5.87(1H,             m),                                                                           5.63(1H, s)                                                             1251b 0.95-2.63(8H, m), 1.24(6H, d, J=7Hz), 1.27(6H, d, J=7Hz),                     2.75(1H, sep, J=7Hz), 2.98(1H, sep, J=7Hz), 3.95(6H, s),                      4.88-5.90(1H, m), 5.73(1H, s)                                                 mp 133.2-135.9° C.                                               1252b 0.93-2.87(18H, m), 3.87(6H, s), 4.87-5.83(1H, m), 5.63(1H, s)                 mp 106.3-108.6° C.                                               1253b 0.93-2.46(8H, m), 1.29(3H, t, J=6.4Hz), 2.02(3H, s), 3.89(6H, s),             4.14(2H, q, J=6.4Hz), 5.06-5.76(1H, m), 5.60(1H, s)                           mp 93.2-95.5° C.                                                 1276a 0.90(3H, d, J=7Hz), 1.05-2.81(7H, m), 3.87(6H, s), 5.29-5.68(1H,              m),                                                                           5.62(1H, s), 8.12(1H, s)                                                      (axial methyl group)                                                    1276b 0.77-1.22(3H, m), 1.2-2.47(7H, m), 3.87(6H, s), 5.0-5.73(1H, m),              5.63(1H, s)                                                                   (equatrial methyl group)                                                1278a 0.93(3H, d, J=6.4Hz), 1.07(3H, t, J=7.2Hz), 1.27-2.49(7H, m),                 3.88-                                                                         4.12(2H, m), 3.9(6H, s), 5.55-5.61(1H, m), 5.68(1H, s)                        (axial methyl group)                                                    1278b 1.03(3H, d, J=4.4Hz), 1.12-2.27(7H, m), 3.9(6H, s), 4.26-4.43(2H,             m)                                                                            5.41-5.49(1H, m), 5.68(1H, s)                                                 (equatrial methyl group)                                                1295a 0.95(9H, s), 1.08(3H, t, J=7Hz), 0.78-2.55(7H, m), 3.88(6H, s),               4.0                                                                           (2H, q, J=7Hz), 5.35-5.74(1H, m), 5.64(1H, s)                                 (equatrial t-butyl group)                                               1411a 1.40-2.83(10H, m), 3.88(6H, s), 4.18(1H, s), 4.82-5.62(1H, m),                5.67(1H, s)                                                                   mp 177.5-179.0° C.                                               1411b 1.43-2.52(10H, m), 3.87(6H, s), 5.02-5.63(1H, m), 5.65(1H, s),                7.58(1H, s)                                                                   mp 113.0-115.5° C.                                               1412a 1.15-2.70(10H, m), 3.85(3H, s), 3.88(6H, s), 5.08-5.93(1H, m),                5.67(1H, s)                                                             1412b 1.47-2.47(10H, m), 3.70(3H, s), 3.87(6H, s), 5.08-5.78(1H, m),                5.63(1H, s)                                                                   mp 85.5-86.0° C.                                                 1413a 1.27-2.73(10H, m), 1.32(3H, t, J=7Hz), 3.88(6H, s), 4.30(2H, q,               J=7Hz),                                                                       5.03-5.56(1H, m), 5.65(1H, s)                                           1413b 1.57-2.43(10H, m), 1.17(3H, t, J=7Hz), 3.90(6H, s), 4.17(2H, q,               J=7Hz),                                                                       5.07-5.43(1H, m), 5.43(1H, s)                                           1427a 1.35-2.40(12H, m), 3.88(6H, s), 4.63(1H, s), 5.53-6.00(1H, m),                5.68(1H, s)                                                                   mp 179-180.5° C.                                                 1428a 1.0-2.77(12H, m), 3.83(3H, s), 3.90(6H, s), 5.07-6.02(1H, m),                 5.48(1H, s)                                                                   mp 90.5-92.0° C.                                                 1454b 1.42-2.47(8H, m), 3.88(6H, s), 5.20-5.80(1H, m), 5.65(1H, S)                  7.15(1H, s)                                                             1455b 1.18(3H, t, J=7.0Hz), 1.33-2.37(8H, m), 3.90(6H, s), 4.13(2H, q,              J=7.0Hz), 5.52-5.82(1H, m), 5.65(1H, s)                                 1467b 1.07-2.40(8H, m), 2.42(1H, t, J=2.5Hz), 3.91(6H, s), 4.71(2H, d,              J=2.5Hz),                                                                     5.57-5.85(1H, m), 5.67(1H, s)                                           1496  1.1-3.3(9H, m), 3.75(3H, s), 3.90(6H, s), 5.78(1H, s)                   1563a 1.35-2.73(6H, m), 3.93(6H, s), 4.03-4.77(1H, m), 4.63(2H, s), 5.9             (1H, s), 7.67(1H, s)                                                    1563b 1,35-2.82(6H, m), 3.9(6H, s), 3.93-4.79(1H, m), 4.62(2H, s),                  5.9(1H, s)                                                                    8.9(1H, s)                                                              1564b 1.3-2.58(6H, m), 3.77(3H, s), 3.93(6H, s), 4.04-4.79(1H, m),                  4.55(2H,                                                                      s), 5.87(1H, s)                                                         1580a 1.11-2.75(8H, m), 3.59-4.86(1H, m), 3.92(6H, s), 4.71(2H, d,                  J=8Hz),                                                                       5.88(1H, s)                                                             1580b 1.08-2.37(8H, m), 3.52-4.38(1H, m) 3.88(6H, s), 4.75(2H, s) 5.81              (1H, s)                                                                 1582a 0.95-2.73(8H, m), 1.28(3H, t, J=7Hz), 3.57-4.72(1H, m), 3.9(6H,               s),                                                                           4.21(2H, q, J=7Hz), 4.57(2H, s), 5.9(1H, s)                             1582b 0.8-2.36(8H, m), 1.28(3H, t,J=7Hz), 3.55-4.83(1H, m), 3.91(6H, s),            4.2(2H, q, J=7Hz), 4.52(2H, s), 5.88(1H, s)                             __________________________________________________________________________

                                      TABLE 9                                     __________________________________________________________________________    Compound                                                                            .sup.1 H-NMR(δ ppm, CDCl.sub.3)                                   No.   and/or Physical data                                                    __________________________________________________________________________    2021a 6.16(1H, s), 5.3-5.8(1H, m), 3.91(3H, s), 3.54(3H, s), 2.29                   (3H, s), 1.6-2.5(6H, m)                                                 2021b 6.16(1H, s), 5.3-5.8(1H, m), 3.91(3H, s), 3.75(3H, s), 2.32                   (3H, s), 1.6-2.5(6H, m)                                                 2039  5.84(1H × 2, s), 5.1-5.6(1H × 2, m), 3.94(3H × 2,           s), 3.80(3H, s),                                                              3.66(3H, s), 1.4-2.5(6H × 2, 2)                                   2057a 6.34(1H, s), 5.3-5.8(1H, m), 3.92(3H, s), 3.59(3H, s),                        1.7-2.2(6H, m)                                                          2057b 6.33(1H, s), 5.3-5.8(1H, m), 3.92(3H, s), 3.77(3H, s),                        1.7-2.5(6H, m)                                                          2058a 6.35(1H, s), 5.3-5.7(1H, m), 4.11(2H, q, J=7Hz), 3.93(3H, s),                 1.5-2.3(8H, m), 1.21(3H, t, J=7Hz)                                      2093a 6.32(1H, s), 5.3-5.7(1H, m), 4.34(2H, q, J=7Hz), 3.63(3H, s),                 1.7-2.5(6H, m), 1.37(3H, t, J=7Hz)                                      2093b 6.32(1H, s), 5.2-5.7(1H, m), 4.35(2H, q, J=7Hz), 3.81(3H, s),                 1.6-2.6(6H, m), 1.36(3H, t, J=7Hz)                                      2111a 5.3-5.7(1H, m), 5.64(1H, s), 4.34(2H, q, J=7Hz), 3.88(3H, s),                 3.56(3H, s), 1.6-2.5(6H, m), 1.34(3H, t, J=7Hz)                         2111b 5.3-5.7(1H, m), 5.63(1H, s), 4.20(2H, q, J=7Hz), 3.88(3H, s),                 3.74(3H, s), 1.6-2.5(6H, m), 1.34(3H, t, J=7Hz)                         2128b 5.61(1H, s), 5.2-5.6(1H, m), 4.28(4H, q, J=7Hz), 1.7-2.5                      (6H, m), 1.34(6H, t, J=7Hz)                                             2129a 5.3-5.7(1H, m), 5.58(1H, s), 4.29(4H, q, J=7Hz), 3.55(3H, s),                 1.6-2.5(6H, m), 1.34(6H, t, J=7Hz)                                      2129b 5.3-5.7(1H, m), 5.57(1H, s), 4.25(4H, q, J=7Hz), 3.72(3H, s),                 1.6-2.5(6H, m), 1.34(6H, t, J=7Hz)                                      2142b 5.0-5.9(4H, m), 5.61(1H, s), 4.61(2H, m), 4.27(4H, q, J=7Hz),                 1.6-2.5(6H, m), 1.35(6H, t, J=7Hz)                                      2143b 5.2-5.7(1H, m), 5.61(1H, s), 4.75(2H, d, J=2Hz), 4.26(4H, q,                  J=7Hz),                                                                       2.44(1H, t, J=2Hz), 1.5-2.4(6H, m), 1.34(6H, t, J=7Hz)                  2147a 5.3-5.7(1H, m), 5.62(1H, s), 4.22(4H, t, J=6Hz), 3.60(3H, s),                 1.2-2, 4(10H, m), 1.01(6H, t, J=7Hz)                                    2147b 5.3-5.8(1H, m), 5.60(1H, s), 4.16(4H, t, J=6Hz), 3.73(3H, s),                 1.3-2.6(10H, m), 0.98(6H, t, J=7Hz)                                           mp 40-40.5° C.                                                   2164a 5.3-5.6(1H, m), 5.55(1H, s), 5.20(2H, sep, J=6Hz), 1.7-2.6                    (6H, m), 1.32(12H, d, J=6Hz)                                            2164b 5.54(1H, s), 5.1-5.4(1H, m), 5.17(2H, sep, J=6Hz), 1.7-2.6                    (6H, m), 1.29(12H, d, J=6Hz)                                            2165a 5.3-5.7(1H, m), 5.54(1H, s), 5.24(2H, sep, J=6Hz), 3.61(3H, s),               1.6-2.5(6H, m), 1.32(12H, d, J=6Hz)                                     2165b 5.3-5.6(1H, m), 5.55(1H, s), 5.29(2H, sep, J=6Hz), 3.74(3H, s),               1.6-2.5(6H, m), 1.36(12H, d, J=6Hz)                                           mp 66-67° C.                                                     2183b 7.38(2H, t, J.sub.CF =82Hz), 6.02(1H, s), 5.2-5.7(1H, m), 3.77(3H,            s),                                                                           1.6-2.7(6H, m)                                                          2344a 6.34(1H, s), 5.10-5.60(1H, m), 3.95(3H, s), 1.26-2.30(8H, m)            2344b 6.32(1H, s), 5.00-5.70(1H, m), 3.92(3H, s), 1.25-2.45(8H, m)            2345a 6.34(1H, s), 5.25-5.65(1H, m), 3.96(3H.s), 3.70(3H, s),                       1. 30-2.30 (8H, m)                                                      2345b 6.37(1H, s), 5.1-5.8(1H, m), 3.95(3H, s), 3.74(3H, s),                        1.4-2.3(8H, m)                                                          2346a 6.32(1H, s), 5.3-5.6(1H, m), 4.12(2H, q, J=7Hz), 3.94(3H, s),                 1.4-2.3(8H, m), 1.21(3H, t, J=7Hz)                                      2346b 6.32(1H, s), 5.1-5.8(1H, m), 4.14(2H, q, J=7Hz), 3.91(3H, s),                 1.4-2.3(8H, m), 1.17(3H, t, J=7Hz)                                      2348a 6.34(1H, s), 5.30-5.65(1H, m), 4.97(1H, sep, J=7Hz), 3.93(3H, s),             1.40-2.30(8H, m), 1.17(3H, d, J=7Hz), 1.15(3H, d, J=7Hz)                2351a 6.31(1H, s), 4.65- 5.70(2H, m), 3.92(6H, s), 0.63-2.24(16H, m)          2351b 6.34(1H, s), 4.66-5.85(2H, m), 3.93(6H, s), 0.49-2.29(16H, m)           2353a 6.34(1H, s), 5.26-5.62(1H, m), 4.10-4.42(2H, m), 3.93(6H, s),                 3.57(2H, t, J=                                                                7Hz), 1.17-2.35(8H, m)                                                  2380a 6.33(1H, s), 5.2-5.5(1H, m), 4.28(2H, q, J=7Hz), 1.6-2.3                      (8H, m), 1.37(3H, t, J=7Hz)                                             2382a 6.31(1H, s), 5.3-5.7(1H, m), 4.37(2H, q, J=7Hz), 4.13(2H, q,                  J=7Hz),                                                                       1.5-2.3(8H, m), 1.37(3H, t, J=7Hz), 1.15(3H, t, J=7Hz)                  2382b 6.28(1H, s), 5.0-5.5(1H, m), 4.37(2H, q, J=7Hz), 4.14(2H, q,                  J=7Hz),                                                                       1.5-2.3(8H, m), 1.34(3H, t, J=7Hz), 1.16(3H, t, J=7Hz)                  2416a 5.4-5.7(1H, m), 5.61(1H, s), 4.27(4H, q, J=7Hz), 1.5-2.3                      (8H, m), 1.33(6H, t)                                                          mp 136.5-137.5° C.                                               2418a 5.58(1H, s), 5.3-5.6(1H, m), 4.28(4H, q, J=7Hz), 4.07(1H, q,                  J=7Hz),                                                                       4.04(1H, q, J=7Hz), 1.5-1.9(8H, m), 1.34(6H, t, J=7Hz),                       1.14(3H, t, J=7Hz)                                                      2418b 5.4-5.7(1H, m), 5.60(1H, s), 4.29(4H, q, J=7Hz), 4.12(2H, q,                  J=7Hz),                                                                       1.5-2.3(8H, m), 1.33(6H, t, J=7Hz), 1.14(3H, t, J=7Hz)                  2434b 5.64(1H, s), 5.0-5.5(1H, m), 4.17(4H, t, J=6Hz), 1.3- 2.1                     (12H, m), 0.98(6H, t, J=7Hz)                                            2436a 5.4-5.7(1H, m), 5.59(1H, s), 4.17(4H, t, J=6Hz), 4.09(2H, q,                  J=7Hz),                                                                       1.2-2.3(12H, m), 1.15(3H, t, J=7Hz), 0.98(6H, t, J=7Hz)                 2436b 5.62(1H, s), 5.0-5.5(1H, m), 4.22(4H, t, J=6Hz), 4.15(2H, q,                  J=7Hz),                                                                       1.3-2.3(12H, m), 1.17(3H, t, J=7Hz), 0.98(6H, t, J=7Hz)                 2489a 6.16(1H, s), 5.25-5.70(1H, m), 3.91(3H, s), 3.65(3H, s),                      2.49(3H, s), 1.37-2.25(8H, m)                                           2508a 6.81(1H, s), 5.30-5.70(1H, s), 4.17(1H, q, J=7Hz),                            4.10(1H, q, J=7Hz), 2.51(3H, s), 1.40-2.25(8H, m),                            1.19(3H, t, J=7Hz)                                                      2508b 6.79(1H, s), 5.10-5.70(1H, m), 4.16(2H, q, J=7Hz),                            2.52(3H, s), 1.20(3H, t, J=7Hz), 1.40-2.35(8H, m)                       2560a 5.30(1H, s), 5.25-5.60(1H, m), 4.05(1H, q, J=7Hz),                            4.01(1H, q, J=7Hz), 2.99(6H, s), 1.35-2.20(8H, m),                            1.13(3H, t, J=7Hz)                                                      2560b 5.33(1H, s), 5.10-5.65(1H, m), 4.12(2H, q, J=7Hz), 3.88(3H, s),               3.01(6H, s), 1.40-2.30(8H, m), 1.16(3H, t, J=7Hz)                       __________________________________________________________________________

                                      TABLE 10                                    __________________________________________________________________________    Compound                                                                            .sup.1 H-NMR(δ ppm, CDCl.sub.3)                                   No.   and/or Physical data                                                    __________________________________________________________________________    3003a 5.4-5.9(1H, m), 4.00(6H, s), 3.68(3H, s), 1.7-2.6(6H, m)                3003b 5.4-5.9(1H, m), 4.00(6H, s), 3.72(3H, s), 1.7-2.6(6H, m)                3077a 6.29(1H, s), 5.3-5.9(1H, m), 3.68(3H, s), 2.49(3H, s), 1.6-2.6(6H,            m)                                                                      3077b 6.42(1H, s), 5.3-5.9(1H, m), 3.81(3H, s), 2.49(3H, s), 1.7-2.6(6H,            m)                                                                      3292b 6.35(1H, s), 5.4-5.9(1H, m), 2.49(3H, s), 1.3-2.4(8H, m)                3294a 6.36(1H, s), 5.3-5.7(1H, m), 4.16(2H, q, J=7Hz), 2.49(3H, s),                 1.4-2.2(8H, m), 1.22(3H, t, J=7Hz)                                      3294b 6.39(1H, s), 5.1-5.9(1H, m), 4.17(2H, q, J=7Hz), 2.51(3H, s),                 1.3-2.4(8H, m), 1.19(3H, t, J=7Hz)                                      3310a 5.70(1H, s), 5.25-5.75(1H, m), 3.90(3H, s), 2.52(3H, s),                      1.25-2.30(8H, m)                                                        3312b 5.69(1H, s), 5.05-5.70(1H, m), 4.15(2H, q, J=7Hz), 3.89(3H, s),               2.50(3H, s), 1.20-2.35(8H, m), 1.16(3H, t)                              3330a 6.83(1H, s), 5.30-5.55(1H.m), 4.22(2H.q.J=7Hz), 3.33(3H, s),                  1.30-2.40(m, 8H), 1.28(3H, t)                                           3366a 6.38(1H, s), 5.20-5.70(1H, m), 3.96(3H, s), 3.73(3H, s),                      1.20-2.30(8H, m)                                                        3379a 6.30(1H, s), 5.25-5.65(1H, m), 4.64(2H, d, J=3Hz), 3.93(3H, s),               2.36(1H, t, J=3Hz), 1.25-2.45(8H, m)                                    3379b 6.38(1H, s), 5.15- 5.80(1H, m), 4.69(2H, d, J=3Hz), 4.00(3H, s),              2.38(1H, t, J=3Hz), 1.26-2.60(8H, m)                                    __________________________________________________________________________

                                      TABLE 11                                    __________________________________________________________________________    Compound                                                                            .sup.1 H-NMR(δ ppm, CDCl.sub.3)                                   No.   and/or Physica1 data                                                    __________________________________________________________________________    4001b 1.61-2.73(6H, m), 3.90(6H, s), 5.63(1H, s), 5.27-5.90(1H, m),                 5.90-6.57(2H, br)                                                             mp 163.2-165.0° C.                                               4002b 1.54-1.70(6H, m), 3.79(3H, d, J=5Hz), 3.90(6H, s), 5.64(1H, s),               5.27-5.97(1H, m), 6.20-6.67(1H, bs)                                           mp 129.0-131.5° C.                                               4003a 1.01(3H, t, J=7Hz), 1.60-2.50(6H, m), 3.20(2H, q, J=7Hz), 3.90(6H,            s),                                                                           5.63(1H, s), 5.20-5.84(1H, m), 6.22(1H, bs)                                   mp 118.3-119.5° C.                                               4003b 1.06(3H, t, J=7.6Hz), 1.53-2.70(6H, m), 3.26(2H, q, J=7.6Hz),                 3.92(6H, s), 5.64(1H, s), 5.30-5.96(1H, m), 6.45(1H, bs)                4009a 1.25(9H, s), 1.50-2.50(6H, m), 3.90(6H, s), 5.65(1H, s),                      5.17-5.83(1H, m), 6.00(1H, bs)                                          4009b 1.28(9H, s), 1.61-2.68(6H, m), 3.94(6H, s), 5.64(1H, s),                      5.31-6.0(1H, m), 6.23(1H, bs)                                           4010b 1.67-2.67(6H, m), 2.73-3.20(6H, m), 3.87(6H, s), 5.62(1H, s),                 5.47-6.05(1H, m)                                                        4013b 1.57-2.73(6H, m), 3.81(6H, s), 5.61(1H, s), 5.40-6.03(1H, m),                 7.00-7.63(5H, m), 7.88-8.23(1H, bs)                                           mp 154.0-157.5° C.                                               4035b 1.64-2.72(6H, m), 3.88(6H, s), 5.30-6.00(1H, m), 5.61(1H, s),                 9.09(1H, bs)                                                            4036b 1.63-2.87(6H, m), 3.38(3H, d, J=3Hz), 3.88(6H, s), 5.73(1H, s),               5.40-6.00(1H, m), 8.17-8.55(1H, bs)                                           mp 124.0-127.5° C.                                               4037b 1.59-2.82(6H, m), 3.67(3H, s), 3.92(6H, s), 5.66(1H, s), 5.29-5.99            (1H, m), 5.29-5.99(1H, m), 8.96-9.24(1H, bs)                                  mp 114.5-117.5° C.                                               4040b 1.65-2.75(6H, m), 3.91(6H, s), 4.80(2H, s), 5.31-5.98(1H, m), 5.68            (1H, s), 7.21-7.40(5H, m), 8.80(1H, bs)                                 4048b 1.70-2.77(6H, m), 3.76(3H, s)3.94(6H, s), 4.41(2H, s), 5.70(1H,               s),                                                                           5.33-6.00(1H, m), 9.43-9.73(1H, bs)                                           mp 68.0-70.2° C.                                                 4071b 1.68-2.72(6H, m), 2.48(6H, s), 3.91(6H, s), 5.65(1H, s), 5.35-6.05            (1H, s), 7.05-7.18(1H, m)                                               4079b 1.61-2.69(6H, m), 3.89(6H, s), 5.66(1H, s), 5.33-5.89(1H, m)            4095b 1.67-2.57(6H, m), 3.63(3H, s), 3.90(6H, s), 4.49(2H, s), 5.65(1H,             s),                                                                           5.47-6.14(1H, m), 7.72(1H, bs)                                          4096b 1.56-2.59(6H, m), 3.69(3H, s), 3.92(6H, s), 4.10(3H, s), 4.44(2H,             s),                                                                           5.66(1H, s), 5.39-5.92(1H, m)                                                 mp 72.5-74.0° C.                                                 4228a 1.08(3H, t, J=7Hz), 1.71-2.55(6H, m), 2.74(2H, q, J=7Hz), 3.92(6H,            s),                                                                           5.61(1H, s), 5.33-5.85(1H, m)                                           4228b 1.20(3H, t, J=7.6Hz), 1.60-2.56(6H, m), 2.77(2H, q, J= 7.6Hz),                3.90(6H, s), 5.65(1H, s), 5.30-5.90(1H, m)                              4230a 1.11(3H, d, J=8Hz), 1.24(3H, d, J=8Hz), 1.62-2.75(6H, m),                     3.48(1H, sep, J=8Hz), 3.59(6H, s), 5.64(1H, s), 5.32-5.88(1H, m)        4230b 1.20(3H, d, J=7Hz), 1.30(3H, d, J=7Hz), 1.67-2.53(6H, m),                     3.50(1H, sep, J=7Hz), 3.88(6H, s), 5.63(1H, s), 5.33-5.90(1H, m)        4234b 1.41(9H, s), 1.97-2.83(6H, m), 3.88(6H, s), 5.62(1H, s),                      5.37-5.95(1H, m)                                                              mp 81.5-83.2° C.                                                 4239a 1.72-2.72(6H, m), 3.93(6H, s), 5.65(1H, s), 5.40-5.93(1H, m),                 7.03-7.77(3H, m), 8.52(1H, m)                                                 mp 92.0-94.5° C.                                                 4239b 1.54-2.70(6H, m), 3.75(6H, s), 5.66(1H, s), 5.30-5.90(1H, m),                 7.05-7.84(3H, m), 8.57(1H, m)                                           4275b 1.00-2.83(8H, m), 3.90(6H, s), 4.93-5.83(1H, m), 5.63(1H, s),                 6.00(1H, bs), 6.53(1H, bs)                                              4276a 1.00-2.67(8H, m), 2.87(3H, d, J=6Hz), 3.90(6H, s), 4.97-5.63                  (1H, m), 5.68(1H, s), 6.50(1H, bs)                                            mp 147.2-149.5° C.                                               4276b 1.02-2.65(8H, m), 2.82(3H, d, J=6Hz), 3.90(6H, s), 4.95-5.85(1H,              m),                                                                           5.65(1H, s), 6.53(1H, bs)                                               4277a 1.22(3H, t, J=7Hz), 1.32-2.50(8H, m), 3.17(1H, q, J=7Hz), 3.28(1H,            q,                                                                            J=7Hz), 3.87(6H, s), 4.87-5.60(1H, m), 5.63(1H, s), 6.43(1H, bs)              mp 99.5-100.5° C.                                                4277b 1.07(3H, t, J=6Hz), 1.17-2.48(8H, m), 3.15(1H, q, J=6Hz), 3.27(1H,            q,                                                                            J=6Hz), 3.87(1H, s), 4.92-5.37(1H, m), 5.60(1H, s), 6.47(1H, bs)              mp 130.5-133.5° C.                                               4283a 1.40(9H, s), 1.52-2.52(8H, m), 3.88(6H, s), 5.02-5.48(1H, m),                 5.65(1H, s), 6.15(1H, bs)                                               4283b 1.28(9H, s), 1.37-2.53(8H, m), 3.87(6H, s), 4.93-5.33(1H, m),                 5.62(1H, s), 6.30(1H, bs)                                               4287b 1.10-2.70(8H, m), 3.87(6H, s), 5.03-5.97(1H, m), 5.60(1H, s),                 6.87-7.70(5H, m), 7.87-8.53(1H, m)                                            mp 189.9-193.6° C.                                               4293b 1.35(3H, t, J=7Hz), 1.41-2.53(8H, m), 3.87(6H, s), 3.95(2H, q,                J=7Hz),                                                                       5.00-5.93(1H, m), 5.58(1H, s), 6.74(2H, d, J=9Hz), 7.32(2H, d,                J=9Hz),                                                                       8.09(1H, bs)                                                                  mp 152.5-155.3° C.                                               4295b 1.32-2.53(8H, m), 3.90(6H, s), 5.07-5.90(1H, m), 5.62(1H, s),                 7.27-7.95(4H, m), 8.43(1H, m)                                           4297b 1.16-2.40(8H, m), 3.26(3H, s), 3.93(6H, s), 5.13-5.86(1H, m),                 5.68(1H, s), 7.13-7.53(5H, m)                                           4305b 1.31-2.41(8H, m), 3.88(6H, s), 4.33(1H, s), 4.42(1H, s), 5.05-5.81            (1H, m), 5.63(1H, s), 6.17(2H, m), 7.22(1H, m)                          4309b 1.25-2.38(8H, m), 3.85(6H, s), 5.00-5.73(1H, m), 5.61(1H, s),                 9.22(1H, bs)                                                                  mp 184.2-187.4° C.                                               4311b 1.26-2.48(8H, m), 3.68(3H, s), 3.92(6H, s), 5.05-5.81(1H, m),                 5.68(1H, s), 9.32(1H, bs)                                               4314b 1.20-2.40(8H, m), 3.87(6H, s), 4.76(1H, s), 4.78(1H, s), 5.00-5.77            (1H, m), 5.64(1H, s), 7.20-7.53(5H, m), 8.88(1H, bs)                    4322b 1.33-2.80(8H, m), 3.83(3H, s), 3.92(6H, s), 4.43(2H, s), 5.00-5.93            (1H, m), 5.72(1H, s), 9.67(1H, bs)                                      4325b 1.30-2.50(8H, m), 2.22(3H, s), 3.92(6H, s), 5.03-5.83(1H, m),                 5.68(1H, s), 9.98(1H, bs)                                                     mp 158.2-160.3° C.                                               4332b 1.28(9H, s), 1.44-2.44(8H, m), 3.91(6H, s), 5.01-5.74(1H, m),                 5.65(1H, s), 9.78(1H, bs)                                                     mp 170.6-173.9° C.                                               4344b 1.33-2.57(8H, m), 2.47(3H, s), 3.90(6H, s), 5.03-5.80(1H, m),                 5.63(1H, s), 7.25(1H, d, J=8Hz), 7.62(1H, d, J=8Hz)                           mp 166.1-168.3° C.                                               4346b 1.21(3H, t, J=7.8Hz), 1.38-2.48(8H, m), 3.91(6H, s), 4.14(2H, q,              J=                                                                            7.8Hz), 5.10-5.91(1H, m), 5.67(1H, s), 6.98(1H, bs), 8.55(1H, bs)       4347b 1.27(3H, t, J=7Hz), 1.19-2.47(8H, m), 3.04(3H, s), 3.37(3H, s),               3.86(6H, s), 4.13(2H, q, J=7Hz), 4.99-5.84(1H, m), 5.62(1H, s)          4348b 1.27(3H, t, J=7Hz), 1.33-2.76(8H, m), 3.55(2H, s), 3.92(6H, s),               4.19(2H, q, J=7Hz), 5.01-5.79(1H, m), 5.67(1H, s), 8.33(1H, bs)               mp 116.8-118.5° C.                                               4350b 1.26(3H, t, J=6.6Hz), 1.32-2.52(8H, m), 3.86(6H, s), 3.82-4.44                (4H, m), 5.06-5.82(1H, m), 5.63(1H, s), 7.09(1H, bs)                          mp 159.1-161.3° C.                                               4351b 0.73(6H, t, J=7Hz), 1.33-2.70(12H, m), 3.74(3H, s), 3.90(6H, s),              4.95-5.76(1H, m), 5.63(1H, s), 7.45(1H, bs)                                   mp 106.2-108.7° C.                                               4352b 1.22-2.43(8H, m), 3.91(6H, s), 4.92-5.75(1H, m), 5.66(1H, s),           4353b 1.43-2.46(8H, m), 3.85(6H, s), 5.12-5.86(1H, m), 5.57(1H, s),                 6.90(1H, d, J=3.6Hz), 7.58(1H, d, J=3.6Hz), 10.96(1H, bs)                     mp 181.0-181.3° C.                                               4354b 1.34-2.37(8H, m), 3.83(6H, s), 5.14-5.74(1H, m), 5.57(1H, s),                 8.76(1H, s)                                                                   mp 215.2-215.8° C.                                               4355b 1.40-2.50(8H, m), 3.86(6H, s), 5.00-5.83(1H, m), 5.59(1H, s),                 mp 164.2-165.0° C.                                               4356b 1.36-2.49(8H, m), 3.83(6H, s), 5.00-5.91(1H, m), 5.56(1H, s),                 6.81-7.11(1H, m), 7.39-7.78(1H, m), 7.93-8.31(2H, m), 8.78(1H, bs)            mp 148.6-149.2° C.                                               4358b 1.37-2.40(8H, m), 3.84(6H, s), 5.00-5.83(1H, m), 5.56(1H, s),                 7.20-7.51(2H, m), 8.25-8.58(2H, m)                                            mp 145.1-148.5° C.                                               4359b 1.14-2.44(14H, m), 2.48-2.91(4H, m), 3.90(6H, s), 5.01-5.81(1H,               m),                                                                           5.66(1H, s), 7.25(1H, bs)                                                     mp 182.2-183.0° C.                                               4360b 1.40-2.67(8H, m), 3.88(6H, s), 5.05-5.91(1H, m), 5.59(1H, s),                 7.03-7.99(4H, m), 10.15(1H, bs)                                         4361b 1.33-2.46(8H, m), 3.89(6H, s), 5.01-5.76(1H, m), 5.64(1H, s),                 6.53-6.79(2H, m), 7.11-7.44(1H, m), 7.96-8.13(1H, m)                          mp 196.5-198.9° C.                                               4379b 1.25-2.63(8H, m), 3.88(6H, s), 5.01-5.84(1H, m), 5.68(1H, s),                 7.30(2H, bs)                                                                  mp 189.1-192.6° C.                                               4396b 1.04-2.38(8H, m), 3.47(3H, s), 3.49(3H, s), 3.91(6H, s), 5.68(1H,             s),                                                                           5.76-5.79(1H, m)                                                        4500a 1.17(3H, t, J=7Hz), 1.35-2.23(8H, m), 2.82(2H, q, J=7Hz), 3.87(6H,            s),                                                                           5.20-5.67(1H, m), 5.62(1H, s)                                           4500b 1.13(3H, t, J=7Hz), 1.37-2.37(8H, m), 2.82(2H, q, J=7Hz), 3.90(6H,            s),                                                                           4.97-5.40(1H, m), 5.63(1H, s)                                                 mp 75.0-77.0° C.                                                 4502b 1.15(3H, d, J=7Hz), 1.27(3H, d, J=7Hz), 1.33-2.04(8H, m), 3.52(1H,            sep, J=7Hz), 3.90(6H, s), 4.97-5.37(1H, m), 5.60(1H, s)                       mp 82.0-83.0° C.                                                 4506a 1.42(9H, s), 1.47-2.23(8H, m), 3.90(6H, s), 5.27-5.70(1H, m),                 5.63(1H, s)                                                             4508b 1.20-2.37(8H, m), 3.87(6H, m), 4.03(2H, s), 5.03-5.87(1H, m),                 5.63(1H, s), 7.10(5H, s)                                                4511a 1.30-2.35(8H, m), 3.90(6H, s), 5.13-5.82(1H, m), 5.70(1H, s),                 7.17-8.00(3H, m), 8.58(1H, m)                                           4511b 1.00-2.50(8H, m), 3.87(6H, s), 4.90-5.60(1H, m), 5.67(1H, s),                 7.00-7.87(3H, m), 8.40-8.73(1H, m)                                            mp 115.0-118.5° C.                                               4512b 0.86-2.36(8H, m), 3.86(6H, s), 4.05(2H, s), 5.06-5.81(1H, m),                 5.63(1H, s), 6.00-6.34(2H, m), 7.15-7.36(1H, m)                         4526b 1.04-2.18(8H, m), 1.17(3H, d, J=7Hz), 1.26(3H, d, J=7Hz),                     3.43-3.47                                                                     (1H, m), 3.91(6H, s), 5.63-5.67(1H, m), 5.67(1H, s)                     4556b 1.08-2.78(8H, m), 3.73(1H, s), 3.93(6H, s),                                   5.10-5.82(1H, m), 5.68(1H, s)                                           4558a 0.87-3.03(8H, m), 1.27(3H, t, J=7Hz), 4.00(6H, s), 4.17(1H, q,                J=7Hz),                                                                       4.23(1H, q, J=7Hz), 5.37-5.80(1H, m), 5.77(1H, s)                       4558b 1.00-2.60(8H, m), 1.23(3H, t, J=7Hz), 3.97(6H, s), 4.22(2H, q,                J=7Hz),                                                                       5.03-5.87(1H, m), 5.73(1H, s)                                           __________________________________________________________________________

                                      TABLE 12                                    __________________________________________________________________________    Compound                                                                            .sup.1 H-NMR(δ ppm, CDCl.sub.3)                                   No.   and/or Physica1 data                                                    __________________________________________________________________________    5001  1.68(3H, d, J=21Hz), 3.87(6H, s), 4.62(2H, d, J=21Hz), 5.67(1H,               s),                                                                           8.55(1H, s)                                                                   mp 120.0-122.50° C.                                              5003  1.3(3H, t, J=7Hz), 1.68(3H, d, J=21Hz), 3.92(6H, s), 4.28(2H, q,              J=7Hz),                                                                       4.67(2H, d, J=21Hz), 5.7(1H, s)                                         5130  1.54(3H, d, J=7Hz), 3.9(6H, s), 5.23-6.02(1H, m), 5.72(1H, s),                11(1H, s)                                                                     mp 124.0-126.0° C.                                               5132  1.25(3H, t, J=7Hz), 1.52(3H, d, J=6.4Hz), 3.95(6H, s), 4.28(2H, q,            J=7Hz                                                                         5.33-6.13(1H, m), 5.75(1H, s)                                                 mp 36.0-37.0° C.                                                 5156a 1.48(3H, d, J=6.4Hz), 1.7(3H, d, J=20Hz), 3.95(6H, s),                        5.26-5.98(1H, m)                                                              5.73(1H, s)                                                                   mp 129.0-130.0° C.                                               5156b 1.45(3H, d, J=6Hz), 1.63(3H, d, J=21.2Hz), 3.88(6H, s),                       5.08-5.87(1H, s),                                                             5.67(1H, s), 10.6(1H, s)                                                      mp 141.5-144.2° C.                                               5157b 1.44(3H, d, J=6Hz), 1.63(3H, d, J=21Hz), 3.73(3H, s), 3.9(6H, s)              5.12-5.9(1H, m), 5.67(1H, S)                                                  mp 94.7-97.1° C.                                                 5158a 1.4(3H, t, J=7Hz), 1.38(3H, d, J=6Hz), 1.63(3H, d, J=20.2Hz),                 3.92(6H, s),                                                                  4.24(2H, q, J=7Hz), 5.2-5.97(1H, m), 5.68(1H, s)                        5158b 1.22(3H, t, J=7Hz), 1.45(3H, d, J=6Hz), 1.61(3H, d, J=21.6Hz),                3.93(6H, s), 4.22(2H, q, J=7Hz), 5.03-5.88(1H, m), 5.67(1H, s)                mp 49.8-51.0° C.                                                 5178b 1.43(3H, d, J=6Hz), 1.63(3H, d, J=22Hz), 2.70-3.57(6H, m), 3.88(6H,           s),                                                                           5.22-6.13(1H, m), 5.65(1H, s)                                           5181b 1.25(3H, d, J=6Hz), 1.3(3H, d, J=6Hz), 1.44(3H, d, J=6Hz), 1.55(3H,           d,                                                                            J=21Hz), 3.55-3.6(1H, m), 3.9(6H, s), 5.5-5.59(1H, m), 5.69(1H, s)      5182a 1.03(3H, t, J=7Hz), 1.53(3H, d, J=4.4Hz), 1.63-2.53(2H, m),                   3.93(6H, s)                                                                   5.05-6.03(1H, m), 5.72(1H, s), 9.38(1H, s)                                    mp 147.0-148.5° C.                                               5182b 0.97(3H, t, J=7Hz), 1.44(3H, d, J=6Hz), 1.5-2.31(2H, m), 3.88(6H,             s),                                                                           5.12-5.84(1H, m), 5.68(1H, s), 8.87(1H, s)                                    mp 81.5-82.5° C.                                                 5184a 0.94(3H, t, J=7.3Hz), 1.32(3H, t, J=7Hz), 1.38(3H, d, J=6Hz),                 1.48-2.45(2H, m), 3.91(6H, s), 4.27(2H, q, J=7Hz), 5.07-5.98(1H,              s),                                                                           5.68(1H, s)                                                             5260a 1.47(3H, d, J=6.4Hz), 2.33-3.07(2H, m), 3.92(6H, s), 4.94-5.35(2H,            m),                                                                           5.35-6.02(1H, m), 5.35-6, 02(1H, m), 5.72(1H, s), 8.2(1H, s)                  mp 148.0-150.5° C.                                               5260b 1.47(3H, d, J=6.4Hz), 2.23-3.03(2H, m), 3.88(6H, s), 4.86-5.43(2H,            m)                                                                            5.33-6.23(1H, m), 5.33-6, 23(1H, m), 5.70(1H, s), 9.37(1H, s)                 mp 106.0-109.0° C.                                               5262a 1.28(3H, t, J=7Hz), 1.39(3H, d, J=6.4Hz), 2.1-3.3(2H, m), 3.88(6H,            s)                                                                            4.23(2H, q, J=7Hz), 4.83-5.27(2H, m, ), 5.27-6.13(1H, m),                     5.27-6.13(1H, m), 5.97(1H, s)                                           5262b 1.19(3H, t, J=7Hz), 1.43(3H, d, J=6.4Hz), 2.33-3.01(2H, m),                   3.85(6H, s)                                                                   4.15(2H, q, J=7Hz), 4.82-5.30(2H, m, ), 5.3-6.15(1H, m),                      5.30-6.15(1H, m), 5.62(1H, s)                                           5286a 1.47(3H, d, J=6Hz), 1.95-2.27(1H, m), 2.6--3.43(2H, m), 3.93(6H,              s)                                                                            5.23-6.1(1H, m), 5.75(1H, s)                                                  mp 164.5-165.0° C.                                               5286b 1.47(3H, d, J=6Hz), 2, 28-2.39(1H, m), 2.58-3.43(2H, m), 3.93(6H,             s)                                                                            5.27-6.02(1H, m), 5.75(1H, s)                                                 mp 139.0-142.0° C.                                               5288a 1.33(3H, t, J=7Hz), 1.43(3H, d, J=6Hz), 1.93-2.1(1H, m),                      2.57-3.2(2H, m, ), 3.91(6H, s), 4.31(2H, q, J=7Hz), 5.2-6.03(1H,              m),                                                                           5.68(1H, s)                                                             5288b 1.25(3H, t, J=7Hz), 1.45(3H, d, J=6Hz), 1.93-2.14(1H, m),                     2.50-3.23(2H, m, ), 3.91(6H, s), 4.27(2H, q, J=7Hz), 5.2-5-98(1H,             m),                                                                           5.67(1H, s)                                                                   mp 91.7-94.0° C.                                                 5312a 1.48(3H, d, J=6Hz), 2.6-3.62(2H, m), 3.87(6H, s), 5.3-6.07(1H, m),            5.72(1H, s), 7.21(5H, s), 8.37(1H, s)                                         mp 79.1-80.3° C.                                                 5312b 1.06(3H, d, J=6Hz), 2.42-3.11(2H, m), 3.38(6H, s), 4.72-5.4(1H,               m),                                                                           5.23(1H, s), 6.75(5H, s), 7.68(1H, s)                                         mp 112.0-113.5° C.                                               5314a 1.05(3H, t, J=7Hz), 1.43(3H, d, J=6.4Hz), 2.37-3.67(2H, m),                   3.93(6H, s), 3.95(2H, q, J=7Hz), 5.22-6.05(1H, m), 5.85(1H, s),               7.18(5H, s)                                                                   mp 48.0-48.5° C.                                                 5314b 1.02(3H, t, J=7Hz), 1.52(3H, d, J=6.4Hz), 3.37-3.5 (2H, m),                   3.85(6H, s), 3.98(2H, q, J=7Hz), 5.2 -5.96(1H, m), 5.65(1H, s),               7.16(5H, s)                                                                   mp 81.4-83.3° C.                                                 5520  0.58-1.03(3H, m), 0.98-2.05(4H, m), 3.8(6H, s), 5.37-5.97(1H, m),             5.62(1H, s), 9.2(1H, s)                                                       mp 105.0-106.0° C.                                               5523  0.47-1.23(3H, m), 0.47-2.06(4H, m), 1.13(3H, t, J=7Hz), 3.85(6H,              s),                                                                           4.13(2H, q, J=7Hz), 5.33-6.1(1H, m), 5.63(1H, s)                        5625  0.75-1.42(6H, m), 1.90-2.57(1H, m), 3.89(6H, s), 5.26-5.9(1H, m),             5.7(1H, s), 7.51(1H, s)                                                 5627  0.73-1.47(6H, m), 1.18(3H, t, J=7Hz), 1.93-2.7(1H, m), 3.9(6H, s),            4.15(2H, q, J=7Hz), 5.3-5.91(1H, m), 5.66(1H, s)                        5651a 1.04(6H, d, J=7Hz), 1.6(3H, d, J=21.8Hz), 1.77-2.43(1H, m),                   3.95(6H, s),                                                                  5.35-5.97(1H, m), 5.71(1H, s), 10.8(1H, s)                                    mp 103.0-105.0° C.                                               5651b 1.05(6H, d, J=7Hz), 1.66(3H, d, J=21.4Hz), 2.07-2.48(1H, m),                  3.88(6H, s),                                                                  5.28-5.80(1H, m), 5.67(1H, s), 10.6(1H, s)                                    mp 118.0-121.5° C.                                               5653a 0.65-1.38(6H, m), 1.3(3H, t, J=7Hz), 1.55(3H, d, J=22Hz)                      1.9-2.42(1H, m), 3.93(6H, s), 4.23(2H, q, J=7Hz), 5.35-5.93(1H, m)            5.68(1H, s)                                                             5653b 1.08(6H, d, J=7Hz), 1.12(3H, t, J=7Hz), 1.63(3H, d, J=21.2Hz)                 1.95-2.46(1H, m), 3.94(6H, s), 4.1(2H, q, J=7Hz), 5.3-5.8(1H, m)              5.66(1H, s)                                                             5781a 1.77(3H, d, J=21.6Hz), 3.8(6H, s), 5.62(1H, s), 6.27(1H, d,                   J=21Hz),                                                                      7.0-7.67(5H, m)                                                               mp 148.0-149.5° C.                                               5781b 1.47(3H, d, J=21Hz), 3.81(6H, s), 6.2(1H, d, J=24.4Hz),                       7.16-7.67(5H, m), 10.7(1H, s)                                                 mp 113.0-114.0° C.                                               5783a 1.13(3H, t, J=7Hz), 1.74(3H, d, J=21.4Hz), 3.87(6H, s),                       4.12(2H, q, J=7Hz), 5.62(1H, s), 6.27(1H, d, J=21.4Hz),                       7.07-7.64(5H, m)                                                        5783b 1.23(3H, t, J=7Hz), 1.45(3H, d, J=20.8Hz), 3.79(6H, s),                       4.23(2H, q, J=7Hz), 5.56(1H, s), 6.15(1H, d, J=24Hz), 7.05-7.62(5H,           m)                                                                            mp 97.6-99.8° C.                                                 5833  1.48-1.98(3H, m), 3.88 and 3.92(6H, s), 5.72 and 5.78(1H, s)                  8.27(1H, s)                                                             5835  1.06-1.44(3H, m), 1.46-2.03(3H, m), 3.94(6H, s), 3.95-4.48(2H, m),            5.77 and 5.79(1H, s), 5.87-6.72(1H, m)                                  5965  1.42(3H, d, J=22.6Hz), 3.53(6H, s), 4.92(2H, s), 5.03-5.7(1H, s),             5.41(1H, s)                                                                   mp 186.5-189.0° C.                                               5967  1.23(3H, t, J=7Hz), 1.31(3H, t, J=7Hz), 1.79(3H, d, J=21.4Hz),                3.88(6H,                                                                      s), 4.24(2H, q, J=7Hz), 4.31(2H, q, J=7Hz), 5.03-6.02(1H, m),                 5.72(1H, s)                                                                   mp 63.7-64.8° C.                                                 __________________________________________________________________________

                                      TABLE 13                                    __________________________________________________________________________    Compound                                                                            .sup.1 H-NMR(δ ppm, CDCl.sub.3)                                   No.   and/or Physical data                                                    __________________________________________________________________________    6001  3.93(6H, s), 4.12-4.36(4H, .m), 5.64-5.69(1H, m), 5.77(1H, s)           6002  3.22-4.52(4H, m), 3.81(3H, s), 3.85(6H, s), 5.42-5.94(1H, m),                 5.7(1H, s)                                                              6082a 1.95-2.43(2H, m), 3.3-4.6(4H, m), 3.88(6H, s), 5.25-5.72(1H, m),              5.67(1H, s), 7.68(1H, s)                                                6082b 1.9-2.4(2H, m), 3.28-4.43(4H, m), 3.87(6H, s), 5.07-5.92(1H, m),              5.68(1H, s), 7.42(1H, s)                                                6084a 1.14(3H, t, J=7.2Hz), 2.01-2.33(2H, m), 3.79-4.32(4H, m), 3.91(6H,            S)                                                                            4.07(2H, q, J=7.2Hz), 5.61-5.63(1H, m), 5.72(1H, s)                     6084b 1.19(3H, t, J=7.2Hz), 2.21-2.28(2H, m), 3.6-4.21(4H, m), 3.91(6H,             S)                                                                            4.05(2H, q, J=7.2Hz), 5.6-5.72(1H, m), 5.71(1H, s)                      6085b 1, 1(3H, d, J=1.6Hz), 1.2(3H, d, J=1.6Hz), 1.8-2.47(2H, m),                   3.3-4.4(4H, m), 3.88(6H, s), 4.75-6.0(2H, m), 5.67(1H, s)               6090b 1.87-2.47(2H, m), 3.32-4.27(4H, m), 4.38-4.72(2H, m), 3.90(6H, s),            4.92-6.05(4H, m), 5.68(1H, s)                                           6091b 1.83-2.48(2H, m), 2.25-2.48(1H, m), 3.28-4.43(4H, m), 3.9(6H, s),             4.53-                                                                         4.75(2H, m), 5.18-6.0(1H, m), 5.67(1H, s)                               6136b 2.83-3.8(4H, m), 3.9(6H, s), 5.02-6.04(1H, m), 5.7(1H, s), 8.48(1H,           s)                                                                      6137a 3.15-3.88(4H, m), 3.68(3H, s), 3.91(6H, s), 5.71(1H, s),                      5.82-6.1(1H, s)                                                         6137b 2.87-4.4(4H, m), 3.69(3H, s), 3.9(6H, s), 5.72(1H, s),                        5.28-6.05(1H, s)                                                        6216a 2.12-3.73(6H, m), 3.85(6H, s), 5.23-5.77(1H, m), 5.65(1H, s),                 6.77(1H, s)                                                             6217a 2.34-3.7(6H, m), 3.67(3H, s), 3.9(6H, s), 5.59-5.62(1H, m),                   5.72(1H, s)                                                             6217b 2.26-3.7(6H, m), 3.78(3H, s), 3.92(6H, s), 5.49-5.57(1H, m),                  5.72(1H, s)                                                             6459a 1.83-2.34(2H, m), 2.67-4.77(4H, m), 3.72(3H, s),                              3.9(6H, s), 5.35-5.8(1H, m), 5.72(1H, s)                                6459b 1.67-2.34(2H, m), 2.45-4.93(4H, m), 3.67(3H, s),                              3.88(6H, s), 5.08-5.9(1H, m), 5.69(1H, s), 9.3(1H, s)                   6460a 1.78-2.29(2H, m), 3.0-4.67(4H, m), 3.63(3H, s), 3.7(3H, s),                   3.88(6H, s)                                                                   5.4-5.77(1H, m), 5.68(1H, s)                                            6460b 1.73-2.35(2H, m), 2.67-4.77(4H, m), 3.72(3H, s), 3.72(3H, s),                 3.9(6H, s)                                                                    5.03-5.9(1H, m), 5.68(1H, s)                                            7004  1.23(3H, t, J=7Hz), 1.58-2.62(6H, m), 3.83(6H, s), 4.17(2H, q,                J=7Hz),                                                                       5.69(1H, s), 5.82-6.06(1H, m)                                           __________________________________________________________________________

                                      TABLE 14                                    __________________________________________________________________________     ##STR28##                                                                    Compound                                                                      No.        n       X       W'      Y           V          Remarks             __________________________________________________________________________     1         0       F       O       OH          H                               2a        0       F       O       OCH.sub.3   H          cis                  2b        0       F       O       OCH.sub.3   H          trans                3a        0       F       O       OCH.sub.3   COCH.sub.3 cis                  3b        0       F       O       OCH.sub.3   COCH.sub.3 trans                4a        0       F       O       OCH.sub.3   COPh       cis                  4b        0       F       O       OCH.sub.3   COPh       trans                5a        0       F       O       OCH.sub.3   Ms         cis                  5b        0       F       O       OCH.sub.3   Ms         trans                6a        0       F       O       OCH.sub.3   Ts         cis                  6b        0       F       O       OCH.sub.3   Ts         trans                7         0       F       O       OC.sub.2 H.sub.5                                                                          H                               8         0       F       O       OC.sub.2 H.sub. 5                                                                         COCH.sub.3                      9         0       F       O       OC.sub.2 H.sub.5                                                                          COPh                            10        0       F       O       OC.sub.2 H.sub.5                                                                          Ms                              11        0       F       O       OC.sub.2 H.sub.5                                                                          Ts                              12a       0       F       O       OH          CH.sub.3   cis                  12b       0       F       O       OH          CH.sub.3   trans                13a       0       F       O       OCH.sub.3   CH.sub.3   cis                  13b       0       F       O       OCH.sub.3   CH.sub.3   trans                14        0       F       O       OC.sub.2 H.sub.5                                                                          CH.sub.3                        15        0       F       O       O-n-C.sub.3 H.sub.7                                                                       CH.sub.3                        16        0       F       O       O-i-C.sub.3 H.sub.7                                                                       CH.sub.3                        17        0       F       O       O-n-C.sub.4 H.sub.9                                                                       CH.sub.3                        18        0       F       O       O-i-C.sub.4 H.sub.9                                                                       CH.sub.3                        19        0       F       O       O-s-C.sub.4 H.sub.9                                                                       CH.sub.3                        20a       0       F       O       O-t-C.sub.4 H.sub.9                                                                       CH.sub.3   cis                  20b       0       F       O       O-t-C.sub.4 H.sub.9                                                                       CH.sub.3   trans                21        0       F       O       NH.sub.2    CH.sub.3                        22        0       F       O       NHCH.sub.3  CH.sub.3                        23a       0       F       O       NHC.sub.2 H.sub.5                                                                         CH.sub.3   cis                   23b      0       F       O       NHC.sub.2 H.sub.5                                                                         CH.sub.3   trans                24        0       F       O       NH-n-C.sub.3 H.sub.7                                                                      CH.sub.3                        25        0       F       O       NH-i-C.sub.3 H.sub.7                                                                      CH.sub.3                        26        0       F       O       NH-n-C.sub.4 H.sub.9                                                                      CH.sub.3                        27        0       F       O       NH-i-C.sub.4 H.sub.9                                                                      CH.sub.3                        28        0       F       O       NH-s-C.sub.4 H.sub.9                                                                      CH.sub.3                        29a       0       F       O       NH-t-C.sub.4 H.sub.9                                                                      CH.sub.3   cis                  29b       0       F       O       NH-t-C.sub.4 H.sub.9                                                                      CH.sub.3   trans                30a       0       F       O       N(CH.sub.3).sub.2                                                                         CH.sub.3   cis                  30b       0       F       O       N(CH.sub.3).sub.2                                                                         CH.sub.3   trans                31        0       F       O       SCH.sub.3   CH.sub.3                        32a       0       F       O       SC.sub.2 H.sub.5                                                                          CH.sub.3   cis                  32b       0       F       O       SC.sub.2 H.sub.5                                                                          CH.sub.3   trans                33        0       F       O       S-n-C.sub.3 H.sub.7                                                                       CH.sub.3                        34        0       F       O       S-i-C.sub.3 H.sub.7                                                                       CH.sub.3                        35        0       F       O       S-n-C.sub.4 H.sub.9                                                                       CH.sub.3                        36        0       F       O       S-i-C.sub.4 H.sub.9                                                                       CH.sub.3                        37        0       F       O       S-s-C.sub.4 H.sub.9                                                                       CH.sub.3                        38a       0       F       O       S-t-C.sub.4 H.sub.9                                                                       CH.sub.3   cis                  38b       0       F       O       S-t-C.sub.4 H.sub.9                                                                       CH.sub.3   trans                39a       0       F       O       OH          CH.sub.2 Ph                                                                              cis                  39b       0       F       O       OH          CH.sub.2 Ph                                                                              trans                40a       0       F       O       OCH.sub.3   CH.sub.2 Ph                                                                              cis                  40b       0       F       O       OCH.sub.3   CH.sub.2 Ph                                                                              trans                41        0       F       O       OC.sub.2 H.sub.5                                                                          CH.sub.2 Ph                     42        0       F       O       O-n-C.sub.3 H.sub.7                                                                       CH.sub.2 Ph                     43        0       F       O       O-i-C.sub.3 H.sub.7                                                                       CH.sub.2 Ph                     44        0       F       O       O-n-C.sub.4 H.sub.9                                                                       CH.sub.2 Ph                     45        0       F       O       O-i-C.sub.4 H.sub.9                                                                       CH.sub.2 Ph                     46        0       F       O       O-s-C.sub.4 H.sub.9                                                                       CH.sub.2 Ph                     47        0       F       O       O-t-C.sub.4 H.sub.9                                                                       CH.sub.2 Ph                     48a       0       F       O       OCH.sub.2 Ph                                                                              CH.sub.2 Ph                                                                              cis                  48b       0       F       O       OCH.sub.2 Ph                                                                              CH.sub.2 Ph                                                                              trans                49        0       F       O       NH.sub.2    CH.sub.2 Ph                     50        0       F       O       NHCH.sub.3  CH.sub.2 Ph                     51        0       F       O       NHC.sub.2 H.sub.5                                                                         CH.sub.2 Ph                     52        0       F       O       NH-n-C.sub.3 H.sub.7                                                                      CH.sub.2 Ph                     53        0       F       O       NH-i-C.sub.3 H.sub.7                                                                      CH.sub.2 Ph                     54        0       F       O       NH-n-C.sub.4 H.sub.9                                                                      CH.sub.2 Ph                     55        0       F       O       NH-i-C.sub.4 H.sub.9                                                                      CH.sub.2 Ph                     56        0       F       O       NH-s-C.sub.4 H.sub.9                                                                      CH.sub.2 Ph                     57        0       F       O       NH-t-C.sub.4 H.sub.9                                                                      CH.sub.2 Ph                     58        0       F       O       N(CH.sub.3).sub.2                                                                         CH.sub.2 Ph                     59        0       F       O       SCH.sub.3   CH.sub.2 Ph                     60        0       F       O       SC.sub.2 H.sub.5                                                                          CH.sub.2 Ph                     61        0       F       O       S-n-C.sub.3 H.sub.7                                                                       CH.sub.2 Ph                     62        0       F       O       S-i-C.sub.3 H.sub.7                                                                       CH.sub.2 Ph                     63        0       F       O       S-n-C.sub.4 H.sub.9                                                                       CH.sub.2 Ph                     64        0       F       O       S-i-C.sub.4 H.sub.9                                                                       CH.sub.2 Ph                     65        0       F       O       S-s-C.sub.4 H.sub.9                                                                       CH.sub.2 Ph                     66        0       F       O       S-t-C.sub.4 H.sub.9                                                                       CH.sub.2 Ph                      67       1       F       O       OH          H                               68        1       F       O       OCH.sub.3   H                               69        1       F       O       OCH.sub.3   COCH.sub.3                      70        1       F       O       OCH.sub.3   COPh                            71        1       F       O       OCH.sub.3   Ms                              72        1       F       O       OCH.sub.3   Ts                              73a       1       F       O       OC.sub.2 H.sub.5                                                                          H          cis                  73b       1       F       O       OC.sub.2 H.sub.5                                                                          H          trans                74a       1       F       O       OC.sub.2 H.sub.5                                                                          COCH.sub.3 cis                  74b       1       F       O       OC.sub.2 H.sub.5                                                                          COCH.sub.3 trans                75a       1       F       O       OC.sub.2 H.sub.5                                                                          COPh       cis                  75b       1       F       O       OC.sub.2 H.sub.5                                                                          COPh       trans                76a       1       F       O       OC.sub.2 H.sub.5                                                                          Ms         cis                  76b       1       F       O       OC.sub.2 H.sub.5                                                                          Ms         trans                77a       1       F       O       OC.sub.2 H.sub.5                                                                          Ts         cis                  77b       1       F       O       OC.sub.2 H.sub.5                                                                          Ts         trans                78        1       F       O       OH          CH.sub.3                        79        1       F       O       OCH.sub.3   CH.sub.3                        80a       1       F       O       OC.sub.2 H.sub.5                                                                          CH.sub.3   cis                  80b       1       F       O       OC.sub.3 H.sub.5                                                                          CH.sub.3   trans                81        1       F       O       O-n-C.sub.3 H.sub.7                                                                       CH.sub.3                        82        1       F       O       O-i-C.sub.3 H.sub.7                                                                       CH.sub.3                        83        1       F       O       O-n-C.sub.4 H.sub.9                                                                       CH.sub.3                        84        1       F       O       O-i-C.sub.4 H.sub.9                                                                       CH.sub.3                        85        1       F       O       O-s-C.sub.4 H.sub.9                                                                       CH.sub.3                        86        1       F       O       O-t-C.sub.4 H.sub.9                                                                       CH.sub.3                        87        1       F       O       NH.sub.2    CH.sub.3                        88        1       F       O       NHCH.sub.3  CH.sub.3                        89        1       F       O       NHC.sub.2 H.sub.5                                                                         CH.sub.3                        90        1       F       O       NH-n-C.sub.3 H.sub.7                                                                      CH.sub.3                        91        1       F       O       NH-i-C.sub.3 H.sub.7                                                                      CH.sub.3                        92        1       F       O       NH-n-C.sub.4 H.sub.9                                                                      CH.sub.3                        93        1       F       O       NH-i-C.sub.4 H.sub.9                                                                      CH.sub.3                        94        1       F       O       NH-s-C.sub.4 H.sub.9                                                                      CH.sub.3                        95        1       F       O       NH-t-C.sub.4 H.sub.9                                                                      CH.sub.3                        96        1       F       O       N(CH.sub.3).sub.2                                                                         CH.sub.3                        97        1       F       O       SCH.sub.3   CH.sub.3                        98        1       F       O       SC.sub.2 H.sub.5                                                                          CH.sub.3                        99        1       F       O       S-n-C.sub.3 H.sub.7                                                                       CH.sub.3                       100        1       F       O       S-i-C.sub.3 H.sub.7                                                                       CH.sub.3                       101        1       F       O       S-n-C.sub.4 H.sub.9                                                                       CH.sub.3                       102        1       F       O       S-i-C.sub.4 H.sub.9                                                                       CH.sub.3                       103        1       F       O       S-s-C.sub.4 H.sub.9                                                                       CH.sub.3                       104        1       F       O       S-t-C.sub.4 H.sub.9                                                                       CH.sub.3                       105a       1       F       O       OH          CH.sub.2 Ph                                                                              cis                 105b       1       F       O       OH          CH.sub.2 Ph                                                                              trans               106        1       F       O       OCH.sub.3   CH.sub.2 Ph                    107a       1       F       O       OC.sub.2 H.sub.5                                                                          CH.sub.2 Ph                                                                              cis                 107b       1       F       O       OC.sub.2 H.sub.5                                                                          CH.sub.2 Ph                                                                              trans               108        1       F       O       O-n-C.sub.3 H.sub.7                                                                       CH.sub.2 Ph                    109        1       F       O       O-i-C.sub.3 H.sub.7                                                                       CH.sub.2 Ph                    110        1       F       O       O-n-C.sub.4 H.sub.9                                                                       CH.sub.2 Ph                    111        1       F       O       O-i-C.sub.4 H.sub.9                                                                       CH.sub.2 Ph                    112        1       F       O       O-s-C.sub.4 H.sub.9                                                                       CH.sub.2 Ph                    113        1       F       O       O-t-C.sub.4 H.sub.9                                                                       CH.sub.2 Ph                    114        1       F       O       O CH.sub.2 Ph                                                                             CH.sub.2 Ph                    115        1       F       O       NH.sub.2    CH.sub.2 Ph                    116        1       F       O       NHCH.sub.3  CH.sub.2 Ph                    117a       1       F       O       NHC.sub.2 H.sub.5                                                                         CH.sub.2 Ph                                                                              cis                 117b       1       F       O       NHC.sub.2 H.sub.5                                                                         CH.sub.2 Ph                                                                              trans               118        1       F       O       NH-n-C.sub.3 H.sub.7                                                                      CH.sub.2 Ph                    119        1       F       O       NH-i-C.sub.3 H.sub.7                                                                      CH.sub.2 Ph                    120        1       F       O       NH-n-C.sub.4 H.sub.9                                                                      CH.sub.2 Ph                    121        1       F       O       NH-i-C.sub.4 H.sub.9                                                                      CH.sub.2 Ph                    122        1       F       O       NH-s-C.sub.4 H.sub.9                                                                      CH.sub.2 Ph                    123a       1       F       O       NH-t-C.sub.4 H.sub.9                                                                      CH.sub.2 Ph                                                                              cis                 123b       1       F       O       NH-t-C.sub.4 H.sub.9                                                                      CH.sub.2 Ph                                                                              trans               124        1       F       O       N(CH.sub.3).sub.2                                                                         CH.sub.2 Ph                    125        1       F       O       SCH.sub.3   CH.sub.2 Ph                    126        1       F       O       SC.sub.2 H.sub.5                                                                          CH.sub.2 Ph                    127        1       F       O       S-n-C.sub.3 H.sub.7                                                                       CH.sub.2 Ph                    128        1       F       O       S-i-C.sub.3 H.sub.7                                                                       CH.sub.2 Ph                    129        1       F       O       S-n-C.sub.4 H.sub.9                                                                       CH.sub.2 Ph                    130        1       F       O       S-i-C.sub.4 H.sub.9                                                                       CH.sub.2 Ph                    131        1       F       O       S-s-C.sub.4 H.sub.9                                                                       CH.sub.2 Ph                    132        1       F       O       S-t-C.sub.4 H.sub.9                                                                       CH.sub.2 Ph                    133        2       F       O       OH          H                              134a       2       F       O       OCH.sub.3   H          cis                 134b       2       F       O       OCH.sub.3   H          trans               135        2       F       O       OCH.sub.3   COCH.sub.3                     136        2       F       O       OCH.sub.3   COPh                           137        2       F       O       OCH.sub.3   Ms                             138        2       F       O       OCH.sub.3   Ts                             139        2       F       O       OC.sub.2 H.sub.5                                                                          H                              140        2       F       O       OC.sub.2 H.sub.5                                                                          COCH.sub.3                     141        2       F       O       OC.sub.2 H.sub.5                                                                          COPh                           142        2       F       O       OC.sub.2 H.sub.5                                                                          Ms                             143        2       F       O       OC.sub.2 H.sub.5                                                                          Ts                             144        2       F       O       OH          CH.sub.2 Ph                    145        2       F       O       OCH.sub.3   CH.sub.2 Ph                    146        2       F       O       OC.sub.2 H.sub.5                                                                          CH.sub.2 Ph                    147        3       F       O       OH          H                              148        3       F       O       OCH.sub.3   H                              149        3       F       O       OCH.sub.3   COCH.sub.3                     150        3       F       O       OCH.sub.3   COPh                           151        3       F       O       OCH.sub.3   Ms                             152        3       F       O       OCH.sub.3   Ts                             153        3       F       O       OC.sub.2 H.sub.5                                                                          H                              154        3       F       O       OC.sub.2 H.sub.5                                                                          COCH.sub.3                     155        3       F       O       OC.sub.2 H.sub.5                                                                          COPh                           156        3       F       O       OC.sub.2 H.sub.5                                                                          Ms                             157        3       F       O       OC.sub.2 H.sub.5                                                                          Ts                             158        3       F       O       OH          CH.sub.2 Ph                    159        3       F       O       OCH.sub.3   CH.sub.2 Ph                    160        3       F       O       OC.sub.2 H.sub.5                                                                          CH.sub.2 Ph                    161        0       F       S       OH          H                              162        0       F       S       OCH.sub.3   H                              163        1       F       S       OH          H                              164        1       F       S       OCH.sub.3   H                              165        0       Cl      O       OH          H                              166        0       Cl      O       OC.sub.2 H.sub.5                                                                          H                              167        1       Cl      O       OH          H                              168        1       Cl      O       OC.sub.2 H.sub.5                                                                          H                              169        1       Br      O       OC.sub.2 H.sub.5                                                                          H                              __________________________________________________________________________

                                      TABLE 15                                    __________________________________________________________________________     ##STR29##                                                                    Compound                                                                      No.         R.sup.3'                                                                           R.sup.4'         X       Y          W'      V                __________________________________________________________________________    201         CH(CH.sub.3)(CH.sub.2).sub.2                                                                        F       OH         O       H                202         CH(CH.sub.3)(CH.sub.2).sub.2                                                                        F       OC.sub.2 H.sub.5                                                                         O       H                203         C(CH.sub.3).sub.2(CH.sub.2).sub.2                                                                   F       OH         O       H                204         C(CH.sub.3).sub.2(CH.sub.2).sub.2                                                                   F       OC.sub.2 H.sub.5                                                                         O       H                205         (CH.sub.2).sub.2C(CH.sub.3).sub.2                                                                   F       OH         O       H                206         (CH.sub.2).sub.2C(CH.sub.3).sub.2                                                                   F       OC.sub.2 H.sub.5                                                                         O       H                207         (CH.sub.2).sub.2CH(CH.sub.3)CH.sub.2                                                                F       OH         O       H                208         (CH.sub.2).sub.2CH(CH.sub.3)CH.sub. 2                                                               F       OC.sub.2 H.sub.5                                                                         O       H                209         (CH.sub.2).sub.2CH(t-C.sub.4 H.sub.9)CH.sub.2                                                       F       OH         O       H                210         (CH.sub.2).sub.2CH(t-C.sub.4 H.sub.9)CH.sub.2                                                       F       OC.sub.2 H.sub.5                                                                         O       H                211         C(CH.sub.3).sub.2(CH.sub.2).sub.3                                                                   F       OH         O       H                212         C(CH.sub.3).sub.2(CH.sub.2).sub.3                                                                   F       OC.sub.2 H.sub.5                                                                         O       H                213         (CH.sub.2).sub.3C(CH.sub.3).sub.2                                                                   F       OH         O       H                214         (CH.sub.2).sub.3C(CH.sub.3).sub.2                                                                   F       OC.sub.2 H.sub.5                                                                         O       H                215         (CH.sub.2).sub.3CH(OH)                                                                              F       OH         O       H                216         (CH.sub.2).sub.3CH(OH)                                                                              F       OC.sub.2 H.sub.5                                                                         O       H                217         (CH.sub.2).sub.3CH(OCH.sub.3)                                                                       F       OH         O       H                218         (CH.sub.2).sub.3CH(OCH.sub.3)                                                                       F       OC.sub.2 H.sub.5                                                                         O       H                219         (CH.sub.2).sub.3C(O)  F       OH         O       H                220         (CH.sub.2).sub.3C(O)  F       OC.sub.2 H.sub.5                                                                         O       H                221         (CH.sub.2).sub.2CH(OH)CH.sub.2                                                                      F       OH         O       H                222         (CH.sub.2).sub.2CH(OH)CH.sub.2                                                                      F       OC.sub.2 H.sub.5                                                                         O       H                223         (CH.sub.2).sub.2CH(OCH.sub.3)CH.sub.2                                                               F       OH         O       H                224         (CH.sub.2).sub.2CH(OCH.sub.3)CH.sub.2                                                               F       OC.sub.2 H.sub.5                                                                         O       H                225         (CH.sub.2).sub.2C(O)CH.sub.2                                                                        F       OH         O       H                226         (CH.sub.2).sub.2C(O)CH.sub.2                                                                        F       OC.sub.2 H.sub.5                                                                         O       H                227         (CH.sub.2).sub.2O     F       OH         O       H                228         (CH.sub.2).sub.2O     F       OCH.sub.3  O       H                229         (CH.sub.2).sub.2S     F       OH         O       H                230         (CH.sub.2).sub.2S     F       OCH.sub.3  O       H                231         CH.sub.2OCH.sub.2     F       OH         O       H                232         CH.sub.2OCH.sub.2     F       OCH.sub.3  O       H                233         CH.sub.2SCH.sub.2     F       OH         O       H                234         CH.sub. 2SCH.sub.2    F       OCH.sub.3  O       H                235         (CH.sub.2).sub.3O     F       OH         O       H                236         (CH.sub.2).sub.3O     F       OC.sub.2 H.sub.5                                                                         O       H                237         (CH.sub.2).sub.3S     F       OH         O       H                238         (CH.sub.2).sub.3S     F       OC.sub.2 H.sub.5                                                                         O       H                239         (CH.sub.2).sub.3N(CO.sub.2 CH.sub.3)                                                                F       OH         O       H                240         (CH.sub.2).sub.3N(CO.sub.2 CH.sub.3)                                                                F       OC.sub.2 H.sub.5                                                                         O       H                241         (CH.sub.2).sub.2OCH.sub.2                                                                           F       OH         O       H                242         (CH.sub.2).sub.2OCH.sub.2                                                                           F       OC.sub.2 H.sub.5                                                                         O       H                243         (CH.sub.2).sub.2SCH.sub.2                                                                           F       OH         O       H                244         (CH.sub.2).sub.2SCH.sub.2                                                                           F       OCH.sub.3  O       H                245         (CH.sub.2).sub.2N(CO.sub.2 CH.sub.3)CH.sub.2                                                        F       OH         O       H                246         (CH.sub.2).sub.2N(CO.sub.2 CH.sub.3)CH.sub.2                                                        F       OCH.sub.3  O       H                247         CH.sub.2O(CH.sub.2).sub.2                                                                           F       OH         O       H                248         CH.sub.2O(CH.sub.2).sub.2                                                                           F       OC.sub.2 H.sub.5                                                                         O       H                249         CH.sub.2S(CH.sub.2).sub.2                                                                           F       OH         O       H                250         CH.sub.2S(CH.sub.2).sub.2                                                                           F       OC.sub.2 H.sub.5                                                                         O       H                251         CH.sub.2N(CO.sub.2 CH.sub.3)(CH.sub.2).sub.2                                                        F       OH         O       H                252         CH.sub.2N(CO.sub.2 CH.sub.3)(CH.sub.2).sub.2                                                        F       OC.sub.2 H.sub.5                                                                         O       H                __________________________________________________________________________

                  TABLE 16                                                        ______________________________________                                        Com-                                                                          pound                                                                         No.   .sup.1 H-NMR (δ ppm, CDCl.sub.3) and/or physical                  ______________________________________                                              data                                                                    2a    1.33-3.03(6H, m), 3.82(3H, s), 4.07-4.60(1H, m)                               Mass/m/Z=162 (M.sup.+)                                                  2b    1.30-2.90(6H, m), 3.80(3H, s), 4.03-4.63(1H, m)                         3a    1.50-2.93(6H, m), 2.02(3H, s), 3.77(3H, s),                                   5.00-5.50(1H, m), Mass/m/Z=204(M.sup.+)                                 3b    1.37-2.73(6H, m), 2.03(3H, s), 3.77(3H, s),                                   4.80-5.47(1H, m), Mass/m/Z=204(M.sup.+)                                 4a    1.47-3.03(6H, m)3, 73(3H, s), 5.20-5.73(1H, m),                               7.20-8.22(5H, m)                                                        4b    1.37-2.77(6H, m), 3.80(3H, s), 5.03-5.77(1H, m),                              7.22-8.25(5H, m)                                                        5a    1.52-2.63(6H, m), 3.00(3H, s), 3.81(3H, s),                                   4.80-5.28(1H, m)                                                        5b    1.38-2.63(6H, m), 3.01(3H, s), 3.82(3H, s)                                    4.63-5.47(1H, m)                                                        6a    1.37-2.37(6H, m), 2.46(3H, s), 3.70(3H, s)                                    4.27-5.17(1H, m), 7.00-8, 20(5H, m)                                     6b    1.30-2.37(6H, m), 2.43(3H, s), 3.63(3H, s),                                   3.93-5.00(1H, m), 6.93-7.93(5H, m)                                      12a   1.43-2.80(6H, m), 3.40(3H, s), 3.63-4.57(1H, m)                               8.90(1H, s)                                                             12b   1.43-2.60(6H, m), 3.43(3H, s), 3.77-4.67(1H, m)                               8.47(1H, s)                                                             13a   1.50-2.82(6H, m), 3.31(3H, s), 3.80(3H, s)                                    3.90-4.55(1H, m), Mass/m/Z= 176(M.sup.+)                                13b   1.42-2.68(6H, m), 3.35(3H, s), 3.80(3H, s),                                   4.03-5.00(1H, m)                                                        20a   1.47-2.80(6H, m), 1.53(9H, s), 3.37(3H, s),                                   3.57-4.37(1H, m)                                                        23b   1.17(3H, t, J=6.6Hz), 1.50-2.70(6H, m),                                       3.36(2H, q, J=6.6Hz), 3.37(3H, s), 3.72-4.53(1H, m)                     29a   1.43-2.57(6H, m), 1.39(9H, s), 3.37(3H, s),                                   3.83-4.28(1H, m), Mass/m/Z=217(M.sup.+)                                 29b   Mass/m/Z=217(M.sup.+)                                                   30a   Mass/m/Z=189(M.sup.+)                                                   30b   1.43-2.60(6H, m), 2.60-3.12(6H, m), 3.39(3H, s),                              3.93-4.57(1H, m), Mass/m/Z=189(M.sup.+)                                 32a   1.33-2.62(6H, m), 1.28(3H, t, J=7.0Hz),                                       2.93(2H, q, J=7.0Hz), 3.35(3H, s), 3.57-4.30(1H, m),                          Mass/m/Z=206(M.sup.+)                                                   32b   Mass/m/Z=206(M.sup.+)                                                   38b   1.30-2.60(6H, m), 1.48(9H, s), 3.33(3H, s),                                   3.42-4.37(1H, m)                                                        39a   1.48-2.80(6H, m), 3.80-4.38(1H, m), 4.58(2H, s),                              7.25(5H, s), 7.87(1H, s)                                                39b   1.50-2.65(6H, m), 4.00-4.47(1H, m), 4.57(2H, s),                              7.33(5H, s), 7.55(1H, s)                                                40a   1.57-2.87(6H, m), 3.75(3H, s), 3.90-4.40(1H, m),                              4.45(2H, s), 7.23(5H, s)                                                40b   1.59-2.43(6H, m), 3.75(3H, s), 3.77-4.43(1H, M),                              4.50(2H, s), 7.25(5H, s), Mass/m/Z=252(M.sup.+)                         48b   1.47-2.57(6H, m), 4.40(2H, s), 5.18(2H, s),                                   7.20(5H, s), 7.29(5H, s)                                                73a   1.33(3H, t, J=7Hz), 1, 10-2.50(8H, m),                                        2.83-3.17(1H, bs), 3.67-4.17(1H, m),                                          4.23(2H, q, J=7Hz), Mass/m/Z=190(m.sup.+)                               73b   Mass/m/Z=190(M.sup.+)                                                   74a   1.28(3H, t, J=7Hz), 1.33-2.13(8H, m), 2.03(3H, s),                            4.20(2H, q, J=7Hz), 4.87-5.32(1H, m)                                    74b   1.27(3H, t, J=7Hz), 1.17-2.23(8H, m), 2.02(3H, s),                            4.18(2H, q, J=7Hz), 4.70-5.30(1H, m)                                    75a   1.18(3H, t, J=7Hz), 1.37-2.28(8H, m),                                         4.17(2H, q, J=7Hz), 5.13-5.57(1H, m),                                         7.17-7.70(3H, m), 7.80-8.23(2H, m), Mass/m/Z=294(M.sup.+)               75b   1.12(3H, t.J=7Hz), 1.18-2.38(8H, m),                                          4.12(2H, q, J=7Hz), 4.85-5.62(1H, m),                                         7.07-7.62((3H, m), 7.70-8.20(2H, m),                                          Mass/m/Z=294(M.sup.+)                                                   76a   1.32(3H, t, J=7Hz), 1.28-2.52(8H, m), 3.00(3H, s),                            4.25(2, t, J=7Hz), 4.48-5.05(1H, m)                                     76b   1.30(3H, t, J=7Hz), 1.30-2.33(8H, m), 2.95(3H, s),                            4.23(2H, q, J=7Hz), 4.53-5.37(1H, m)                                    77a   1.23(3H, t, J=7Hz), 1.18-2.22(8H, m), 2.42(3H, s),                            4.08(2H, q, J=7Hz), 4.50-4.93(1H, m),                                         6.90-7.37(2H, m), 7.56-7.88(2H, m),                                           Mass/m/Z=344(M.sup.+)                                                   77b   1.22(3H, t, J=7Hz), 1.20-2.33(8H, m), 2.40(3H, m),                            4.03(2H, q, J=7Hz), 4.50-5.30(1H, m),                                         6.95-7.37(2H, m), 7.53-7.83(2H, m),                                           Mass/m/Z=344(M.sup.+)                                                   80a   Mass/m/Z=204(M.sup.+)                                                   80b   Mass/m/Z=204(M.sup.+)                                                   105a  0.80-2.85(8H, m), 3.28-4.12(iH, m), 4.60(1H, s),                              7.27(5H, s)                                                             107b  1.25(3H, t, J=7Hz), 1.23-2.30(8H, m),                                         3.23-4.00(1H, m), 4.18(2H, q, J=7Hz),                                         4.43(1H, q, J=12Hz), 4.60(1H, q, J=12Hz, ), 7.23(5H, s)                 117a  1.10(3H, t, J=7Hz), O.72-2.45(8H, m),                                         2.95-4.00(3H, m), 4.60(2H, s), 6.08-6.77(1, bs),                              7.27(5H, s)                                                             123a  0.88-2.50(8H, m), 1.32(9H, s), 3.23-3.97(1H, m),                              4.60(2H, s), 5.93-6.53(1H, bs), 7.27(5H, s)                             134a  0.98-2.62(10H, m), 3.80(3H, s),                                               3.88-4.35(1H,m)                                                         134b  1.18-2.75(10H, m), 3.78(3H, s), 3.90-4.40(1H, m)                        153   1.35-2.87(12H, m), 1.30(3H, t, J=7.0Hz),                                      3.80-4.40(1H, m), 4.25(2H,q, J=7.0Hz)                                   164   Mass/m/Z=192(M.sup.+)                                                   168   0.84-3.02(8H, m), 1.3(3H, t, J=7Hz),                                          3.25-4.48(1H.m), 4.25(2H, q, J=7Hz                                      242   1.3(3H, t.J=7Hz), 1.5-217(2H, m),                                             2.17, 2.67(1H, m), 3.22-4.53(5H, m)                                           4.24(2H, q, J=7Hz)ppm                                                   ______________________________________                                    

Process for synthesis of compound represented by the formula (II)##STR30## (wherein R^(3'), R^(4'), X, A and Y are as definedhereinbefore, and W' represents an oxygen atom or sulfur atom).

In the above reaction formula of the Process B-1, a compound representedby the formula (II-a) can be prepared by reacting a halogenated ketonederivative or halogenated thione derivative of the formula (IV) with areducing agent without any solvents or in the presence of a suitablesolvent in the temperature range of -78° C. to the boiling point of thesolvent for 1 to 24 hours using a suitable base.

When a solvent is used in this reaction, examples thereof include, forexample, alcoholic solvents such as methanol, ethanol and isopropylalcohol, hydrocarbonic solvents such as benzene, toluene and xylene,halogenated hydrocarbonic solvents such as dichloromethane andchloroform, etherial solvents such as diethyl ether, diisopropyl ether,tetrahydrofuran and 1,4-dioxane, ketonic solvents such as acetone andmethyl ethyl ketone, ester solvents such as methyl acetate and ethylacetate, aprotic polar solvents such as dimethylformamide,dimethylsulfoxide and dimethylacetamide, acetonitrile, water, etc.

Further, examples of the reducing agent include organotin compounds suchas triphenyltin hydride, diphenyltin hydride, tri-n-butyltin hydride anddi-nbutyltin hydride metal hydrogen complexes and their relatedcompounds such as lithium tri-tert-butylaluminum hydride, sodiumborohydride, sodium trimethoxyborohydride, sodium borohydride sulfur,sodium cyanoborohydride, lithium borohydride, calciumtriethylborohydride, potassium borohydride, potassium triisopropoxyborohydride, potassium tri-sec-butylborohydride, zinc borohydride,tetramethylammonium borohydride and tetran-butylammoniumcyanoborohydride, diborane and borane complexes such as adimethylamine-borane complex, a trimethylamine-borane borane complex, atriethylamineborane complex, a tert-butylamine-borane complex, apyridine-borane complex, a dimethylsulfide-borane complex, amorpholine-borane complex and a 1,4-oxathiane-borane complex,aklylborances such as dicylohexylborane and 9-boradicyclo[3,3,1]nonane,metal alkoxides such as aluminum isopropoxide and aluminumtert-butoxide, catalytically hydrogenating catalysts such as palladiumcarbon, platinum oxide and Raney nickel, etc. ##STR31## (wherein R^(3'),R^(4'), R⁵, X, A and Y are as defined hereinbefore, and W' represents anoxygen atom or sulfur atom, V' has the same meaning as the above V but ahydrogen atom is excluded, and X' represents a halogen atom).

In the above reaction formula of the Process B-2, a compound representedby the formula (II-c) can be prepared by reacting a halogenated alcoholor thiol derivative of the formula (II-b) with a compound represented byV'-X' without any solvents or in the presence of a suitable solvent inthe temperature range of -78° C. to the boiling point of the solvent for1 to 24 hours using a suitable base.

When a solvent is used in this reaction, examples thereof include, forexample, hydrocarbonic solvents such as benzene, toluene and xylene,halogenated hydrocarbonic solvents such as dichloromethane andchloroform, etherial solvents such as diethyl ether, diisopropyl ether,tetrahydrofuran and 1,4-dioxane, ketonic solvents such as acetone andmethyl ethyl ketone, ester solvents such as methyl acetate and ethylacetate, aprotic polar solvents such as dimethylformamide,dimethylsulfoxide and dimethylacetamide, acetonitrile, water, etc.

Further, examples of the base include carbonates such as sodiumcarbonate and potassium carbonate, metal hydroxides such as sodiumhydroxide and potassium hydroxide, metal alcoholates such as sodiummethylate and sodium ethylate, alkali metal hydrides such as sodiumhydride and potassium hydride, and lithium amides such as lithiumdiethylaminde, lithium diisopropylamide and lithiumbis(trimethylsilyl)amide ##STR32## (wherein R^(3'), R^(4'), R⁵, X, Y andV' are as defined hereinbefore, W' represents an oxygen atom or sulfuratom and M represents a cation of an alkyl metal or alkaline earthmetal).

In the above reaction formula of the Process B-3, a compound representedby the formula (II-d) can be prepared by reacting a compound representedby the formula (II-f) with a suitable base in the presence of a suitablesolvent in the temperature range of room temperature to the boilingpoint of the solvent for 1 to 24 hours. Further, a compound representedby the formula (II-e) can be prepared by treating a compound representedby the formula (II-d) with an acid. Examples of the solvent use in thisreaction include alcoholic solvents such as methanol, ethanol andisopropyl alcohol, hydrocarbonic solvents such as benzene, toluene andxylene, halogenated hydrocarbonic solvents such as dichloromethane andchloroform, etherial solvents such as diethyl ether, diisopropyl ether,tetrahydrofuran and 1,4-dioxane, ketonic solvents such as acetone andmethyl ethyl ketone, ester solvents such as methyl acetate and ethylacetate, aprotic polar solvents such as dimethylformamide,dimethylsulfoxide and dimethylacetamide, acetonitrile, water, etc.Further, examples of the base include carbonate salts such as sodiumcarbonate, potassium carbonate, sodium bicarbonate and potassiumbicarbonate, metal hydroxides such as sodium hydroxide and potassiumhydroxide, metal alcoholates such as sodium methylate and sodiumethylate, alkali metal hydrides such as sodium hydride and potassiumhydride. ##STR33## (wherein R^(3'), R^(4'), R⁵, X, Y and V' are asdefined hereinbefore, and W' represents an oxygen atom or sulfur atom,R' represents a group which is allowed to convert to Y through thisreaction and T represents a hydroxyl group, mercapto group, amino groupor halogen atom).

In the above reaction formula of the Process B-4, a compound representedby the formula (II-f) can be prepared by reacting a carboxylic acid ofthe formula (II-e) with a suitable alkyl halide, alcohol mercaptane oramine (R-T) without any solvents or in the presence of a suitablesolvent in the temperature range of under ice cooling to the boilingpoint of the solvent for 1 to 24 hours using a suitable condensingagent. Examples of the solvent use in this reaction includehydrocarbonic solvents such as benzene, toluene and xylene, halogenatedhydrocarbonic solvents such as dichloromethane and chloroform, etherialsolvents such as diethyl ether, diisopropyl ether, tetrahydrofuran and1,4-dioxane, ketonic solvents such as acetone and methyl ethyl ketone,ester solvents such as methyl acetate and ethyl acetate, aprotic polarsolvents such as dimethylformamide, dimethylsulfoxide anddimethylacetamide, acetonitrile, water, etc.

Further, examples of the condensing agent include, carbonate salts suchas sodium carbonate, potassium carbonate, sodium bicarbonate andpotassium bicarbonate, metal hydroxides such as sodium hydroxide andpotassium hydroxide, metal alcoholates such as sodium methylate andsodium ethylate, alkali metal hydrides such as sodium hydride andpotassium hydride, organic bases such as diazabicycloundecene, anddehydrating agents such as dicyclohexylcarbodiimide. ##STR34## (whereinR^(3'), R^(4'), R⁵, X, Y and V' are as defined hereinbefore, and W'represents an oxygen atom or sulfur atom, and V" represents a loweralkoxycarbonyl group, lower alkylsulfonyl group, or optionallysubstituted arylsulfonyl group).

In the above reaction formula of the Process B-5, a compound representedby the formula (II-f) can be prepared by reacting a carboxylic acid ofthe formula (II-e) with a suitable activating agent represented by V"-Clto give an active intermediate and reacting the intermediate with acorresponding alcohol, amine or thiol in the absence or presence of acatalyst. Examples of the solvent use in the reaction includehydrocarbonic solvents such as benzene, toluene and xylene, halogenatedhydrocarbonic solvents such as dichloromethane and chloroform, etherialsolvents such as diethyl ether, diisopropyl ether, tetrahydrofuran and1,4-dioxane, ketonic solvents such as acetone and methyl ethyl ketone,ester solvents such as methyl acetate and ethyl acetate, aprotic polarsolvents such as dimethylformamide, dimethylsulfoxide anddimethylacetamide, acetonitrile, water, etc. Examples of the baseinclude organic bases such as pyridine and triethylamine, and examplesof the activating agent include alkyl chloroformates such as methylchloroformate and ethyl chloroformate, arylsulfonyl chloride such asbenzenesulfonyl chloride and toluenesulfonyl chloride, etc. Examples ofthe catalyst include dimethylaminopyridine, 4-pyrrolidinopyridine, etc.

Process for the synthesis of compound represented by the formula (I)##STR35## (wherein X, A, W, Y, R¹, R², R³, R⁴, R⁵, Z¹ and Z² are asdefined hereinbefore, and U represents a halogen atom, loweralkylsulfonyl group or arylalkylsulfonyl group).

In the above reaction formula of the process A-1, a compound representedby the formula (I') can be prepared by reacting a halogenated alcohol,halogenated thiol or halogenated enethiol derivative of the formula (II)with a substituted pyrimidine or triazine of the formula (III) withoutany solvents or in the presence of a suitable solvent in the temperaturerange of -78° C. to the boiling point of the solvent for 1 to 24 hoursusing a suitable base.

When a solvent is used in this reaction, examples thereof include, forexample, hydrocarbonic solvents such as benzene, toluene and xylene,halogenated hydrocarbonic solvents such as dichloromethane andchloroform, etherial solvents such as diethyl ether, diisopropyl ether,tetrahydrofuran and 1,4-dioxane, ketonic solvents such as acetone andmethyl ethyl ketone, ester solvents such as methyl acetate and ethylacetate, aprotic polar solvents such as dimethylformamide,dimethylsulfoxide and dimethylacetamide, acetonitrile, water, etc.

Further, examples of the base include carbonate salts such as sodiumcarbonate and potassium carbonate, metal hydroxides such as sodiumhydroxide and potassium hydroxide, metal alcoholates such as sodiummethylate and sodium ethylate, alkali metal hydrides such as sodiumhydride and potassium hydride, and lithium amides such as lithiumdiethylamide, lithium diisopropylamide and lithiumbis(trimethylsilyl)amide. ##STR36## wherein X, A, W, Y, R¹, R², R³, R⁴,R⁵, Z¹ and Z² are as defined hereinbefore, Y¹ represents a lower alkyl,lower alkenyl, lower alkynyl, aryl, aralkyl, lower cycloalkyl, lowercycloalkenyl, pyridyl, furylmethyl, furyl, thienyl or group N ##STR37##(wherein R⁶ and R⁷ are as defined herein before) each optionallysubstituted with halogen atom(s), lower alkyl, hydroxyl, lower alkoxy,lower alkythio, lower alkoxycarbonyl, lower alkylcarbonyl, cyano, nitroor azido, and T represents a hydroxyl group, mercapto group or halogenatom].

In the above reaction formula of the Process A-2, a compound representedby the formula (I-b) can be prepared by reacting a carboxylic acid ofthe formula (I-a) with a compound Y¹ T which has a halogen atom,hydroxyl group or mercapto group in the presence of a suitablecondensing agent without any solvents or in the presence of a suitablesolvent in the temperature range of under ice cooling to the boilingpoint of the solvent for 1 to 24 hours. Examples of the solvent used inthe reaction include hydrocarbonic solvents such as benzene, toluene andxylene, halogenated hydrocarbonic solvents such as dichloromethane andchloroform, etherial solvents such as diethyl ether, diisopropyl ether,tetrahydrofuran and 1,4-dioxane, ketonic solvents such as acetone andmethyl ethyl ketone, ester solvents such as methyl acetate and ethylacetate, aprotic polar solvents such as dimethylformamide,dimethylsulfoxide and dimethylacetamide, acetonitrile, water, etc.Further, examples of the condensing agent include carbonate salts suchas sodium carbonate, potassium carbonate, sodium bicarbonate andpotassium bicarbonate, metal hydroxides such as sodium hydroxide andpotassium hydroxide, metal alcoholates such as sodium methylate andsodium ethylate, alkali metal hydrides such as sodium hydride andpotassium hydride, organic bases such as diazabicycloundecene, anddehydrating and condensing agents such as dicylohexylcarbodiimide.##STR38## (wherein X, W, Y, R¹, R², R³, R⁴, R⁵, Z¹ and Z² are as definedhereinbefore, and V represents a lower alkoxycarbony, loweralkylsulfonyl or optionally substituted arylsulfonyl group).

In the above reaction formula of the Process A-3, a compound representedby the formula (I-c) can be prepared by reacting a carboxylic acid ofthe formula (I-a) with a suitable activating agent represented by V-Clin the presence of a suitable base to give first an active intermediateand then reacting the intermediate with a corresponding alcohol, amineor thiol in the presence or absence of a catalyst. Examples of thesolvent use in the reaction include hydrocarbonic solvents such asbenzene, toluene and xylene, halogenated hydrocarbonic solvents such asdichloromethane and chloroform, etherial solvents such as diethyl ether,diisopropyl ether, tetrahydrofuran and 1,4-dioxane, ketonic solventssuch as acetone and methyl ethyl ketone, ester solvents such as methylacetate and ethyl acetate, aprotic polar solvents such asdimethylformamide, dimethylsulfoxide and dimethylacetamide,acetonitrile, water, etc. Examples of the base include organic basessuch as pyridine and triethylamine. Examples of the activating agentinclude alkyl chloroformates such as methyl chloroformate and ethylchloroformate, and arylsulfonyl chlorides such as benzenesulfonylchloride and toluenesulfonyl chloride. Examples of the catalyst includedimethylaminopyridine 4-pyrrolidinopyridine, etc. ##STR39## (wherein X,W, Y, R¹, R², R³, R⁴, R⁵, Z¹ and Z² are as defined hereinbefore, and Mrepresents a cation of an alkali metal or alkaline earth metal).

In the above reaction formula of the Process A-4, a compound representedby the formula (I-f) can be prepared by reacting a compound representedby the formula (I-d) with a suitable base in the presence of a suitablesolvent in the temperature range of room temperature to boiling point ofthe solvent for 1 to 24 hours. Further, a compound represented by theformula (I-a) can be prepared by treating a compound represented by theformula (I-f) with an acid. Examples of the solvent use in the reactioninclude alcoholic solvents such as methanol, ethanol and isopropylalcohol, hydrocarbonic solvents such as benzene, toluene and xylene,halogenated hydrocarbonic solvents such as dichloromethane andchloroform, etherial solvents such as diethyl ether, diisopropyl ether,tetrahydrofuran and 1,4-dioxane, ketonic solvents such as acetone andmethyl ethyl ketone, ester solvents such as methyl acetate and ethylacetate, aprotic polar solvents such as dimethylformamide,dimethylsulfoxide and dimethylacetamide, acetonitrile, water, etc.Further, examples of the base include carbonate salts such as sodiumcarbonate potassium bicarbonate, metal hydroxides such as sodiumhydroxide and potassium hydroxide, metal alcoholates such as sodiummethylate and sodium ethylate, alkali metal hydrides such as sodiumhydride and potassium hydride, etc.

When in the general formula (I) A represents an oxygen atom and Yrepresents ##STR40## and particularly R⁸ represents a hydrogen atom, asubstituent R¹² can be introduced by the following process A-5.##STR41## (wherein X, W, A, Z¹, Z², R¹, R², R³, R⁴, R⁵, R⁸ and R⁹ are asdefined hereinbefore, and R¹² represents a lower alkyl group).

In the above reaction formula of the process A-5, a compound representedby the formula (I-h) can be prepared by reacting an amide derivative ofthe formula (I-g) with an alkylating agent without any solvents or inthe presence of a suitable solvent in the temperature range of -78° C.to the boiling point of the solvent for 1 to 48 hours, if necessaryusing a suitable base.

When a solvent is used in this reaction, examples thereof include, forexample, hydrocarbonic solvents such as benzene, toluene and xylene,halogenated hydrocarbonic solvents such as dichloromethane andchloroform, etherial solvents such as diethyl ether, diisopropyl ether,tetrahydrofuran and 1,4-dioxane, ketonic solvents such as acetone andmethyl ethyl ketone, ester solvents such as methyl acetate and ethylacetate, aprotic polar solvents such as dimethylformamide,dimethylsulfoxide and dimethylacetamide, acetonitrile, water, etc.Further, examples of the base include carbonate salts such as sodiumhydroxide and potassium hydroxide, metal alcoholates such as sodiummethylate and sodium ethylate, alkali metal hydrides such as sodiumhydride and potassium hydride, and lithium amides such as lithiumdiethylamide, lithium diisopropylamide and lithiumbis(trimethylsilyl)amide.

Further, examples of the alkylating agent include lower alkyl halidessuch as methyl iodide, methyl bromide, ethyl iodide and ethyl bromide,diazoalkanes such as diazomethane and diazoethane, sulfonic acid esterssuch as methyl trifluoromethanesulfonate, ethyltrifluoromethanesulfonate and methyl fluorosulfonate, and alkyloxoniumsalts such as trimethyloxonium tetrafluroborate and triethyloxoniumtetrafluoroborate. ##STR42## (wherein R³, R⁵, R⁶, X, W, Z¹, Z², R¹ andR² are as defined hereinbefore, and E represents an organic amine in theform of a racemic compound or optically active compound).

In the above reaction formula of the Process A-6, a salt of the formula(I-j) can be prepared by reacting a compound of the formula (±)-(I-a)with a suitable organic base E in the presence of a suitable solvent inthe temperature range of room temperature to the boiling point of thesolvent. This salt can be reconverted to (±)-(I-a) by reaction with asuitable acid.

Further, an optically active salt (I-j) can be prepared by reacting aracemic compound represented by the above formula (±)-(I-a) with asuitable optically active amine E in the presence of a suitable solventin the temperature range of room temperature to the boiling point of thesolvent to give a diasteromer mixture and recrystallizing this mixturein a suitable solvent in the temperature range of room temperature tothe boiling point of the solvent, followed by purification. Further,(+)- or (-)- (I-a) can be prepared by decomposing this salt with asuitable acid in the presence of a suitable solvent in the temperaturerange of room temperature to the boiling point of the solvent.

When a solvent is used in this reaction, examples thereof includehydrocarbonic solvents such as benzene, toluene and xylene, halogenatedhydrocarbonic solvents such as dichloromethane and chloroform, etherialsolvents such as diethyl ether, diisopropyl ether, tetrahydrofuran and1,4-dioxane, ketonic solvents such as acetone and methyl ethyl ketone,ester solvents such as methyl acetate and ethyl acetate, aprotic polarsolvents such as dimethylformamide, dimethylsulfoxide anddimethylacetamide, alcoholic solvents such as methyl alcohol, ethylalcohol, n-propyl alcohol, isopropyl alcohol and tert-butyl alcohol,acetonitrile, water, etc.

Further, examples of the amine include ammonia, alkylamines such asmethylamine, ethylamine, 1-propylamine, isopropylamine, n-butylamine,sec-butylamine, iso-butylamine, tert-butylamine, n-hexylamine,n-octylamine, n-nonylamine and n-decylamine, and organic amines in (+)form or (-) form such as brucine, cinchonidine, dehydroabiethylamine,1-phenylethylamine, morphine, deoxyephedrine, strychnine, quinine,amphetamine, threo-2-amino-1-paranitrophenyl-1,3-propanediol and1-(1-naphthyl)ethylamine.

Further, examples of the acid include mineral acids such as hydrochloricacid, sulfuric acid and phosphoric acid. ##STR43## (wherein R¹, R², R³,R⁴, R⁵, X, W, Z¹, Z² are as defined hereinbefore).

In the above reaction formula of the Process A-7, a compound representedby the formula (I-i) can be prepared by reacting a compound of theformula (I-a) with a suitable sulfurizing agent without any solvents onin the presence of a suitable solvent in the temperature range of roomtemperature to the boiling point of the solvent for 1 to 24 hours.

When a solvent is used in this reaction, examples thereof include, forexample, hydrocarbonic solvents such as benzene, toluene and xylene,organic bases such as pyridine and triethylamine, halogenatedhydrocarbonic solvents such as dichloromethane and chloroform, etherialsolvents such as diethyl ether, diisopropyl ether, tetrahydrofuran and1,4-dioxane, acetonitrile, water, etc.

Further, examples of the sulfurizing agent include Lawesson's reagent,phosphorus pentasulfide, hydrogen sulfide, etc.

EXAMPLE 1 Preparation of 1-fluoro-2-hydroxy-1-cyclopentanecarboxylicacid methyl ester in cis form (compound number 2a)

First, methyl 1-fluoro-2-oxocyclopentanecarboxylate was prepared frommethyl 2-oxocyclopentanecarboxylate referring to the process describedin Tetrahedron Letters 27 (37), 4465-4468 (1986). Then, 2.3 g (0.032mol) of trimethylamine-borane complex and 5.0 g (0.031 mol) of themethyl 1-fluoro-2-oxocyclopentanecarboxylate were added to 50 ml of drydiglyme, the resulting solution was cooled to 0° C., and while it asstirred in the stream of nitrogen, 0.8 ml of boron trifluoride etheratewas added dropwise. The resulting solution was stirred at roomtemperature for 1 hour and then poured into a saturated aqueous sodiumbicarbonate solution, followed by extraction with ether. The ether layerwas washed with water and dried over anhydrous magnesium sulfate, andthe solvent was distilled away to obtain 4.5 g (yield: 89%) of theobjective methyl 1-fluoro-2-hydroxycyclopentanecarboxylate in cis form(compound number 2a; the substance such that the substituent at the2-position is supposed to take cis configuration when themethoxycarbonyl group at the 1-position is taken as a standard) whichcontains almost no the same in trans form.

¹ H-NMR (δ, CDCl₃): 1.33-3.03 (6H,m), 3.82 (3H,S), 4.07-4.60 (1H,m) ppm

EXAMPLE 2 Preparation of 1-fluoro-2-hydroxy-1-cyclopentanecarboxylicacid methyl ester in trans form (compound number 2b)

3.1 ml (0.031 mol) of dimethylsulfide-borone complex was added to 50 mlof dry tetrahydrofuran at room temperature in the stream of nitrogen.The resulting solution was cooled to 0° C. and 5.0 g (0.031 mol) of1-fluoro-2-oxocyclopentanecarboxylic acid methyl ester synthesizedaccording to the literature shown in Example 1 was added dropwise. Themixture was stirred at room temperature for 1 hour, the solvent wasdistilled away under reduced pressure, and the remaining liquid waspoured into water, followed by extraction with ethyl acetate. The ethylacetate layer was washed with water and dried over anhydrous magnesiumsulfate, and the solvent was distilled away to obtain 3.7 g (yield: 73%)of a stereoisomer mixture comprising methyl1-fluoro-2-oxocyclopentanecarboxylate in cis form (compound number 2a;the substance such that the substituent at the 2-position is supposed totake cis configuration when the methoxycarbonyl group at the 1-positionis taken as a standard) and same in the trans form (compound 2b; thesubstance such that the substituent at the 2-position is supposed totake trans configuration when the methoxycarbonyl group at the1-position is taken at a standard). As a result of analysis by gaschromatography, the formation ratio of cis/trans was 9/91. This mixturewas further purified by silica gel column chromatography (developingsolvent: hexane/ethyl acetate=10/1) to obtain 3.3 g (yield: 65%) of theobjective methyl 1-fluoro-2-hycroxycyclopentanecarboxylate in trans form(compound number 2b).

¹ H-NMR (δ, CDCl₃): 1.30-2.90 (6H,m), 3.80 (3H,S), 4.03-4.63 (1H,m) ppm

EXAMPLE 3 Preparation of 1-fluoro-2-hydroxy-1-cyclohexanecarboxylic acidethyl ester cis form and trans form (compound numbers 73a and 73b)

3.1 ml (0.031 mol) of dimethyl sulfide-borone complex was added to 50 mlof dry tetrahydrofuran at room temperature in the stream of nitrogen.The resulting solution was cooled to 0° C. and 5.8 g (0.031 mol) of1-fluoro-2-oxocyclohexanecarboxylic acid ethyl ester synthesizedaccording to the process of Example 1 was added dropwise. The mixturewas stirred at room temperature for 1 hour, the solvent was distilledaway under reduced pressure, the remaining liquid was poured into water,and the mixture was extracted with ethyl acetate. The ethyl acetatelayer was washed with water and dried over anhydrous magnesium sulfate,and the solvent was distilled away to obtain 4.3 g (yield: 85%) of astereoisomer mixture comprising 1-fluoro-2-hydroxycyclohexanecarboxylicacid ethyl ester in cis form (compound number 73a; the substance suchthat the substituent at the 2-position is supposed to take cisconfiguration when the ethoxycarbonyl group at the 1-position is takenas a standard) and the same in trans form (compound number 73b; thesubstance such that the substituent at the 2-position is supposed totake trans configuration when the ethoxycarbonyl group at the 1-positionis taken as a standard). This mixutre was further purified by silica gelcolumn chromatography (developing solvent: hexane/ethyl acetate=10:1) toobtain 1.6 g (yield: 27.2%) of the objective1-fluoro-2-hydroxycyclohexanecarboxylic acid ethyl ester in cis form(compound number 73a) and 2.4 g (yield: 40.7%) of the same in trans form(compound number 73b).

EXAMPLE 4 Preparation of 1-fluoro-2-hydroxy-1-cycloheptanecarboxylicacid methyl ester in cis form and trans form (compound numbers 134a and134b)

First, a raw material 1-fluoro-2-oxocycloheptanecarboxylic acid methylester was synthesized as follows referring to the process of theliterature shown in Example 1. 0.88 g (22 mmol) of sodium hydride (60%suspension in mineral oil) was added to 45 ml of dry tetrahydrofuran,and while the mixture was stirred in the range of -5° C. to 0° C., 3.4 g(20 mmol) of 2-oxocycloheptanecarboxylic acid methyl ester was addeddropwise. At the time when the generation of hydrogen gas ceased, 5.8 g(20 mmol) of N-fluoro-2,4,6-trimethylpyridinium triflate was added, thetemperature of the mixture was allowed to get back to room temperature,and stirring was continued for further 2 hours. The tetrahydrofuran wasdistilled away, the contents were poured into a 1N diluted aqueoushydrochloric acid water, and the mixture was extracted with ethylacetate. The ethyl acetate layer was thoroughly washed with a dilutedaqueous hydrochloric acid solution, and further successively washed withsaturated saline, a saturated aqueous sodium bicarbonate solution andsaturated saline. After drying with anhydrous magnesium sulfate, thesolvent was distilled away to obtain 2.63 g (yield: 70%) of the rawmaterial 1-fluoro-2-oxo-1-cycloheptanecarboxylic acid methyl ester.

25 ml of methanol was cooled to 5° C. and 70 mg (1.8 mmol) of sodiumhydroxide and 0.14 g (3.7 mmol) of sodium borohydride were added. To theresulting solution was added dropwise in the range of 5° C. to 10° C. 10ml of a methanol solution of 2.5 g (13.3 mmol) of the1-fluoro2-oxo-1-cycloheptanecarboxylic acid methyl ester. After stirringat room temperature for 2 hours, the contents were poured into saturatedsaline, followed by extraction with ethyl acetate. The extract wassuccessively washed with diluted hydrochloric acid, saline, a saturatedsodium bicarbonate solution and saline. The ethyl acetate layer wasdried over anhydrous sodium sulfate and the solvent was distilled awayto obtain 2.3 g of the crude product. The crude product was purified bysilica gel column chromatography (developing solvent: hexane/isopropylalcohol=99/1) to obtain 1.4 g (yield: 55.4%) of1-fluoro-2-hydroxycycloheptanecarboxylic acid methyl ester in cis form(compound number 134a; the substance such that the substituent at the2-position is supposed to take cis configuration when themethoxycarbonyl group at the 1-position is taken as a standard):

¹ H-NMR (δ, CDCl₃): 0.98-2.62 (10H,m), 3.80 (3H,S), 3.88-4.35 (1H,m) ppm

and 0.6 g (yield: 23.7%) of the same in trans form (compound number134b; the substance such that the substituent at the 2-position issupposed to take trans configuration when the methoxycarbonyl group atthe 1-position is taken as a standard):

¹ H-NMR (δ, CDCl₃): 1.18-2.75 (10H,m), 3.78 (3H,S), 3.90-4.40 (1H,m) ppm

EXAMPLE 5 Preparation of 1-fluoro-2-hydroxy-1-cyclooctanecarboxylic acidethyl ester (compound number 153)

2-Oxo-1-cyclooctanecarboxylic acid ethyl ester was synthesized fromcyclooctanone according to the process disclosed in Organic Synthesis,collective volume 5, page 198 (1973). The obtained compound wasfluorinated and reduced in the same manner as in Example 4 to obtain amixture of 1-fluoro-2 hydroxycyclooctanecarboxylic acid ethyl ester incis form (the substance such that the substituent at the 2-position issupposed to take cis configuration when the methoxycarbonyl group at the1-position is taken as a standard) and the same in trans form (thesubstance such that the substituent at the 2-position is supposed totake trans configuration when the methoxycarbonyl group at the1-position is taken as a standard).

¹ H-NMR (δ, CDCl₃): 1.35-2.87 (12H,m), 1.30 (3H,t,J=7.0Hz), 3.80-4.40(1H,m), 4.25 (2H q,J=7.0Hz) ppm

EXAMPLE 6 Preparation of 2-acetoxy-1-fluoro-1-cyclopentanecarboxylicacid methyl ester in cis form (compound number 3a)

0.32 g (3 mmol) of acetic anhydride and a catalytic amount ofconcentrated sulfuric acid were added at room temperature to 0.5 g (3mmol) of 1-fluoro-2-hydroxycyclopentanecarboxylic acid methyl ester incis form (compound number 2a) synthesized in Example 1, and the mixturewas stirred for 5 hours. The reaction solution was poured into ice waterand extracted with ethyl acetate, and the extract was successivelywashed with saturated saline, a saturated aqueous sodium bicarbonatesolution and saturated saline. The ethyl acetate layer was dried overanhydrous magnesium sulfate and the solvent was distilled away to obtain0.45 g (yield: 72%) of the objective2-acetoxy-1-fluoro-1-cyclopentanecarboxylic acid methyl ester in cisform (compound number 3a).

¹ H-NMR (δ, CDCl₃): 1.50-2.93 (6H,m), 2.02 (3H,S), 3.77 (3H,s),5.00-5.50 (1H,m) ppm

EXAMPLE 7 Preparation of 2-benzoyloxy-1-fluoro-1-cyclopentanecarboxylicacid methyl ester in cis form (compound number 4a)

.045 g (3 mmol) of benzoyl chloride was added under ice cooling to amixture of 0.5 g (3 mmol) of the1-fluoro-2-hydroxy-1-cyclopentanecarboxylic acid methyl ester in cisform (compound number 2a) synthesized in Example 1 and 2 ml of pyridine,the temperature of the mixture was brought back to room temperature, andthe mixture was stirred for 5 hours. The reaction solution was pouredinto a diluted aqueous hydrochloric acid solution and extracted withethyl acetate and the extract was successively washed with saturatedsaline, a saturated aqueous sodium bicarbonate solution and saturatedsaline. The ethyl acetate layer was dried over anhydrous magnesiumsulfate and the solvent was distilled away to obtain 0.68 g (yield: 84%)of the objective 2-benzoyloxy-1-fluoro-cyclopentanecarboxylic acidmethyl ester in cis form (compound number 4a).

¹ H-NMR (δ, CDCl₃): 1.47-3.03 (6H,m), 3.73 (3H,S), 5.20-5.73 (1H,s),7.20-8.22 (5H,m) ppm

EXAMPLE 8 Preparation of1-fluoro-2-methanesulfonyloxy-1-cyclopentanecarboxylic acid methyl esterin cis form (compound number 5a)

0.36 g (3 mmol) of methanesulfonyl chloride was added under ice coolingto a mixture of 0.5 g (3 mmol) of1-fluoro-2-hydroxy-1-cyclopentanecarboxylic acid methyl ester in cisform (compound number 2a) synthesized in Example 1 and 2 ml of pyridine,and the mixture was stirred at 0° C. for 5 hours. The reaction solutionwas poured into a ice water and extracted with ether, and the etherlayer was washed with cold water. The ether layer was dried overanhydrous magnesium sulfate and the solvent was distilled away to obtain0.59 g (yield: 80%) of the desired2-methanesulfonyloxy-1-fluoro-1-cyclopentanecarboxylic acid methyl esterin cis form (compound number 5a).

¹ H-NMR (δ, CDCl₃): 1.52-2.63 (6H,m), 3.00 (3H,s), 3.81 (3H,s),4.80-5.28 (1H,m) ppm

EXAMPLE 9 Preparation of1-fluoro-2-paratoluenesulfonyloxy-1-cyclopentanecarboxylic acid methylester in cis form (compound number 6a)

0.56 g (3 mmol) of paratoluenesulfonyl chloride was added under icecooling to a mixture of 0.5 g (3 mmol) of1-fluoro-2-hydroxy-1-cyclopentanecarboxylic acid methyl ester in cisform (compound number 2a) synthesized in Example 1 and 2 ml of pyridine,the temperature of the resulting mixture was brought back to roomtemperature, and mixture was stirred for 5 hours. The reaction solutionwas poured into a ice water and extracted with ether, and the extractwas washed with cold water. The ether layer was dried over anhydrousmagnesium sulfate and the solvent was distilled away to obtain 0.77 g(yield: 79%) of the objective2-paratoluenesulfonyloxy-1-fluoro-1-cyclopentanecarboxylic acid methylester in cis form (compound number 6a).

¹ H-NMR (δ, CDCl₃): 1.37-2.37 (6H,m), 2.46 (3H,s), 3.70 (3H,s),4.27-5.17 (1H,m), 7.00-8.20 (5H,m) ppm

EXAMPLE 10 Preparation of 1-fluoro-2-methoxy-1-cyclopentanecarboxylicacid methyl ester in trans form (compound number 13b)

0.12 g (3 mmol) of sodium hydride (60% suspension in mineral oil) wasadded to 5 ml of dry dimethylsulfoxide, and the mixture was cooled to 5°C. To the resulting solution was added dropwise 5 ml of thedimethylsulfoxide solution of 0.5 g (3 mmol) of1-fluoro-2-hydroxy-1-cyclopentanecarboxylic acid methyl ester in transform (compound number 2b) synthesized in Example 2, then 0.47 g (3.3mmol) of methyl iodide was added. The temperature of the mixture wasbrought back to room temperature, and the mixture was stirred for 2hours. The reaction solution was poured into a diluted aqueoushydrochloric acid solution and extracted with ethyl acetate, and theextract was successively washed with saturated saline, a saturatedaqueous sodium bicarbonate solution and saturated saline. The ethylacetate layer was dried over anhydrous magnesium sulfate, and thesolvent was distilled away to obtain 0.33 g (yield: 62%) of theobjective 2-methoxy-1-fluoro-1-cyclopentanecarboxylic acid methyl esterin trans form (compound number 13b).

¹ H-NMR (δ, CDCl₃): 1.42-2.68 (6H,m), 3.35 (3H,s), 3.80 (3H,s),4.03-5.00 (1H,m) ppm

EXAMPLE 11 Preparation of 1-fluoro-2-methoxy-1-cyclopentanecarboxylicacid in trans form (compound number 12b)

0.35 g (2 mmol) of 1-fluoro-2-methoxy-1-cyclopentanecarboxylic acidmethyl ester in trans form (compound number 13b) synthesized in Example10 was dissolved in 5 ml of methanol, and 8 ml of a 5% aqueous potassiumhydroxide solution was added, and mixture was stirred at roomtemperature for 2 hours. The reaction solution was poured into a dilutedaqueous hydrochloric acid solution and extracted with ether, and etherlayer was dried over anhydrous magnesium sulfate, and the solvent wasdistilled away to obtain 0.26 g (yield: 81%) of the objective2-methoxy-1-fluoro-1-cyclopentanecarboxylic acid in trans form (compoundnumber 12b).

¹ H-NMR (δ, CDCl ): 1.43-2.60 (6H,m), 3.43 (3H,s), 3.77-4.67 (1H,m),8.47 (1H,s) ppm

EXAMPLE 12 Preparation of 1-fluoro-2-methoxy-1-cyclopentanecarboxylicacid tertiary butyl ester in cis form (compound number 20a)

The 1-fluoro-2-hydroxy 1-cyclopentanecarboxylic acid methyl ester in cisform (compound number 2a) synthesized in Example 1 was methylated in thesame manner as in Example 10 and further hydrolyzed in the same manneras in Example 11 to obtain 1-fluoro-2-methoxy-1-cyclopentanecarboxylicacid in cis form (compound number 12a). 0.4 g (2.7 mmol) of thiscarboxylic acid, 0.20 g (2.7 mmol) of tertiary butyl alcohol, 0.56 g(3.7 mmol) of dicyclohexylcarbodiimide and 15 mg of4,4-dimethylaminopyridine were mixed in 5 ml of ether and stirred atroom temperature for 2 hours. The reaction solution was filtered, etherwas added to the filtrate, and the mixture was successively washed witha diluted hydrochloric acid solution, saturated saline, a saturatedaqueous sodium bicarbonate solution and saturated saline. The etherlayer was dried over anhydrous magnesium sulfate, and the solvent wasdistilled away to obtain 0.31 g (yield: 56%) of the objective2-methoxy-1-fluoro-1-cyclopentanecarboxylic acid tertiary butyl ester incis form (compound number 20a).

¹ H-NMR (δ, CDCl₃): 1.47-2.80 (6H,m), 1.53 (9H,s), 3.37 (3H,s),3.57-4.37 (1H,m) ppm

EXAMPLE 13 Preparation of 1-fluoro-2-methoxy-1-cyclopentanecarboxylicacid tertiary butylamide in cis form (compound number 29a)

0.4 g (2.7 mmol) of 1-fluoro-2-methoxy-1-cyclopentanecarboxylic acid incis form (compound number 12a) disclosed in Example 12 and 0.27 g (2.7mmol) of triethylamine were dissolved in 10 ml of tetrahydrofuran, andthe solution was cooled to 0° C. 0.29 g (2.7 mmol) of ethylchlorocarbonate was added dropwise, the mixture was stirred at 0° C. for1 hour, 0.24 g (3.2 mmol) of tertiary butylamine was add, and themixture was further stirred at room temperature for 1 hour. The reactionmixture was poured into water and extracted with ether, and the extractwas washed with saturated saline. The ether layer was dried overanhydrous magnesium sulfate, and the solvent was distilled away toobtain 0.3 g (yield: 55%) of the objective1-fluoro-2-methoxy-1-cyclopentanecarboxylic acid tertiary butylamide incis form (compound number 29a).

¹ H-NMR (δ, CDCl₃): 1.43-2.57 (6H,m), 1.39 (9H,s), 3.37 (3H,s),3.83-4.28 (1H,m) ppm

EXAMPLE 14 Preparation of 1-fluoro-2-methoxy-1-cyclopentanecarboxylicacid tertiary butyl thiol ester in trans form (compound number 38b)

0.4 g (2.7 mmol) of 1-fluoro-2-methoxy-1-cyclopentanecarboxylic acid intrans form (compound number 12b) synthesized in Example 11 and 0.24 g(2.7 mmol) of tertiary butyl thiol were dissolved in 5 ml of ether, 0.56g (2.7 mmol) of dicyclohexylcarbodiimide and 15 mg of4,4-dimethylaminopyridine were added, and the mixture was stirred atroom temperature for 2 hours. The reaction solution was filtered, etherwas added to the filtrate, and the mixture was successively washed witha diluted aqueous hydrochloric acid solution, saturated saline, asaturated aqueous sodium bicarbonate solution and saturated saline. Theether layer was dried over anhydrous magnesium sulfate, and the solventwas distilled away to obtain 0.48 g (yield: 83%) of the objective2-methoxy-1-fluoro-1-cyclopentanecarboxylic acid tertiary butyl thiolester in trans form (compound number 38b).

¹ H-NMR (δ, CDCl₃): 1.30-2.60 (6H,m), 1.48 (9H,s), 3.33 (3H,s),3.42-4.37 (1H,m) ppm

EXAMPLE 15 Preparation of 2-benzyloxy-1-fluoro-1-cyclohexanecarboxylicacid ethyl ester in trans form (compound number 107b)

0.5 g (3 mmol) of 1-fluoro-2-hydroxy-1-cyclohexanecarboxylic acid ethylester in trans form (compound number 73b) synthesized in Example 3 wasdissolved in 5 ml of tetrahydrofuran, the mixture was cooled to 0° C.,and 0.12 g (3 mmol) of sodium hydride (60% suspension in mineral oil)was added. At the time when the generation of hydrogen gas ceased, 11 mg(3 mmol) of tetra-n-butylammonium iodide and 0.52 g (3 mmol) of benzylbromide were successively added. After stirring at room temperature for5 hours, the reaction solution was poured into a diluted aqueoushydrochloric acid solution and extracted with ethyl acetate. The ethylacetate layer was successively washed with saturated saline, a saturatedaqueous sodium bicarbonate solution and saline and dried over anhydrousmagnesium sulfate, and the solvent was distilled away to obtain 0.3 g(yield: 36%) of the objective2-benzyloxy-1-fluoro-1-cyclohexanecarboxylic acid ethyl ester in transform (compound number 107b).

¹ H-NMR (δ, CDCl₃): 1.25 (3H,t,J=7Hz), 1.23-2.30 (8H,m), 3.23-4.00(1H,m), 4.18 (2H,q,J=7Hz), 4.43 (1H,d,J=12Hz), 4.60 (1H,d,J=12Hz), 7.23(5H,s) ppm

EXAMPLE 16 Preparation of 2-benzyloxy-1-fluoro-1-cyclo hexanecarboxylicacid in cis form (compound number 105a)

The 1-fluoro-2-hydroxy-1-cyclohexanecarboxylic acid ethyl ester in cisform (compound number 73a) synthesized in Example 3 was benzylated inthe same manner as in Example 15 to obtain2-benzyloxy-1-fluoro1-cyclohexanecarboxylic acid ethyl ester in cis form(compound number 107a). The compound hydrolyzed in the same manner as inExample 11 to obtain the objective2-benzyloxy-1-fluoro-1-cyclohexanecarboxylic acid in cis form (compoundnumber 105a).

¹ H-NMR (δ, CDCl₃): 0.80-2.85 (8H,m), 3.28-4.12 (1H,m), 4.60 (1H,s),7.27 (5H,s) ppm

EXAMPLE 17 Preparation of ethyl1-chloro-2-hydroxy-1-cyclohexanecarboxylate (compound number 168)

First, ethyl 1-chloro-2-oxocyclohexanecarboxylate was prepared fromethyl 2-oxocyclohexanecarboxylate referring to the process described inOrganic Synthesis volume 4, page 162. 17 g (0.1 mol) of ethyl2-oxocyclohexanecarboxylate was dissolved in 50 ml of carbontetrachloride, and to the solution was added dropwise 14.8 g (0.11 mol)of sulfuryl chloride dissolved in 15 ml of carbon tetrachloride at 0° C.After stirring at room temperature for 2 hours, the reaction solutionwas poured into 100 ml of ice water, the mixture was extracted threetimes with 50 ml each of carbon tetrachloride, and the extract waswashed twice with 75 ml each of saturated aqueous sodium bicarbonate andonce with 75 ml of saturated saline and dried over anhydrous magnesiumsulfate. The solvent was distilled away to obtain 18 g (yield: 88%) ofethyl 1-chloro-2-oxocyclohexanecarboxylate. 1.22 ml (2 mmol) of dimethylsulfide borane was dissolved in 40 ml of tetrahydrofuran, and 2.5 g (12mmol) of ethyl 1-chloro-2-oxocyclohexanecarboxylate was added dropwiseat -5° C. to 0° C. After stirring at 0° C. for 1 hour, the solvent wasdistilled away under reduced pressure and the reaction solution waspoured into 50 ml of ice water. The mixture was extracted three timeswith 50 ml each of ethyl acetate, and the resulting organic layer waswashed once with 75 ml of saturated saline and dried over anhydrousmagnesium sulfate. The solvent was distilled away to obtain 2.2 g of astereoisomer mixture of ethyl1-chloro-2-hydroxy-1-cyclohexanecarboxylate.

¹ H-NMR: 0.84-3.02 (8H,m), 1.3 (3H,t,J=7Hz), 3.25-4.4.8 (1H,m), 4.25(2H,q,J=7Hz) ppm

EXAMPLE 18 Preparation of methyl1-fluoro-2-mercapto1-cyclohexanecarboxylate (compound number 164)

First, ethyl 1-fluoro-2-oxocyclohexanecarboxylate was synthesizedaccording to the process described in Example 1. Then, referring to theprocess described in Comptes Rendus Hebdomadaire des Seances del'Academie des Sciences Serie C No. 279, pages 529 to 531 (1974), 5.3 g(30 mmol) of this ester was dissolved in 50 ml of methanol was carriedout at -78° C. for 2 hours and at -10° C. for 2 hours while hydrogensulfide and hydrogen chloride were blown into the solution at the sametime. The reaction solution was poured into ice water and extracted withether. The ether layer was washed with saturated saline and the solventwas distilled away to obtain 4.0 g of the crude product of methyl1-fluoro-2-mercapto-2-cyclohexenecarboxylate. This was dissolved in 30ml of methanol, 200 mg (5 mmol) of sodium hydroxide was added, and themixture was cooled to 0° C. 740 mg (20 mmol) of sodium borohydride wasadded and reaction was carried out at 0° C. for 2 hours. The reactionsolution was poured into saturated saline and extracted with ether. Thesolvent was distilled away and the resulting product was purified bysilica gel column chromatography (developing solvent: hexane/ethylacetate =20/1) to obtain 580 mg (yield: 10 %) of the objective methyl1-fluoro-2-mercapto-1-cyclohexanecarboxylate.

Mass / M/z=192 (M⁺)

EXAMPLE 19 Preparation of3-ethoxycarbonyl-3-fluoro4-hydroxy-tetrahydro-4H-pyran (compound number242)

First, 3-ethoxycarbonyl-tetrahydro-4H-pyran4-one was synthesizedreferring the process described in Japan Laid-Open Patent PublicationNo. 32080/90. Then this ester was fluorinated in the same manner as inExample 4 to prepare 3-ethoxycarbony-3-fluoro-tetrahydro-4H-pyran-4-onewhich was then reduced in the same manner as in the same example toprepare 3-ethoxycarbonyl-3-fluoro-4-hydroxytetrahydro-4H-pyran.

¹ H-NMR: 1.3 (3H,t,J=7Hz), 1.5-2.17 (2H,m), 2.17-2.67 (1H,m), 3.22-4.53(5H,m), 4.24 (2H,q,J=7Hz) ppm

EXAMPLE 20 Preparation of methyl1-fluoro-2-(4,6-dimethoxypyrimidinyl-2-oxy)-1-cyclopentanecarboxylate intrans form (compound number 1003b)

1.55 g (9.6 mmol) of methyl 1-fluoro-2-hydroxycyclopentanecarboxylate intrans form prepared according to Example 1 was dissolved in 40 ml ofdimethylformamide, to the solution were added 0.38 g (9.6 mmol) ofsodium hydride (60% suspension in mineral oil) and 2.0 g (9.6 mmol) of4,6-dimethoxy-2-methylsulfonylpyrimidine, and the mixture was stirred atroom temperature for 5 hours. The reaction solution was poured in 150 mlof water and extracted three times with 50 ml each of ethyl acetate, andobtained organic layer was washed with water and dried over anhydrousmagnesium sulfate. The solvent was distilled away to obtain 2.6 g of thecrude product. This was purified by silica gel chromatography(developing solvent: hexane/ethyl acetate =10/1) to obtain 0.6 g (yield:20.9%) of a substance supposed to be the desired methyl1-fluoro-2-(4,6-dimethoxypyrimidinyl-2-oxy)-1-cyclopentanecarboxylate intrans form (compound number 1003b) (wherein the substituent at the 2-position takes trans configuration when the methoxycarbonyl group atthe 1-position is taken as a standard).

¹ H-NMR (δ, CDCl₃): 1.53-2.77 (m,6H), 3.71 (s,3H), 3.87 (s,6H), 5.3-5.76(m,1H), 5.63 (s,1H) ppm

EXAMPLE 21 Preparation of ethyl3-(4,6-dimethoxy-2-fluoro-2-methylbutylate in erythro from and threoform (compound numbers 5158a and 5158b)

First, ethyl 2-fluoro-2-methylacetoacetate was prepared from ethyl2-methylacetoacetate referring to the process described in TetrahedronLetters 27 (No. 37), 4456-4468 (1986). This compound was reduced,referring to the process described in Journal of Organic Chemistry 27,4141 (1962), to prepare a stereoisomer mixture of ethyl2-fluoro-3-hydroxy-2-methylbutylate. 1.6 g (10 mmol) of this alcohol wasdissolved in 40 ml of dimethylformamide, to the solution were added 0.4g (10 mmol) of sodium hydride (60% suspension in mineral oil) and 2.2 g(10 mmol) of 4,6-dimethoxy-2-methylsulfonylpyrimidine, and the mixturewas stirred at room temperature for 3 hours. The reaction solution waspoured into 150 ml of water and extracted three times with 50 ml each ofethyl acetate, and the obtained organic layer was washed with water anddried over anhydrous magnesium sulfate. The solvent was distilled toobtain 1.9 g of the crude product. This was purified by silica gelchromatography (developing solvent: hexane/ethyl acetate=10/1) to obtain0.9 g (yield: 30%) of a substance supposed to be the objective ethyl3-(4,6-dimethoxypyrimidinyl-2-oxy)-2-fluoro-2-methylbutyrate in erythroform (compound number 5158a),

¹ H-NMR (δ, CDCl₃): 1.40 (3H,t,J=7.0Hz), 1.38 (3H,d,J=6.0Hz), 1.63(3H,d,J=20.2Hz), 3.92 (6H,s), 4.24 (2H,d,J=7.0Hz), 5.20-5.97 (1H,m),5.68 (1H,s) ppm and 0.8 g (yield: 26%) of the same in threo form(compound number 5158b),

¹ H-NMR (δ, CDCl₃): 1.22 (3H,t,J=7.0Hz), 1.45 (3H,d,J=6.0Hz), 1.61(3H,d,J=21.6Hz), 3.93 (6H,s), 4.22 (2H,d,J=7.0Hz), 5.03-5.88 (1H,m),5.67 (1H,s) ppm.

EXAMPLE 22 Preparation of4-(4,6-dimethoxypyrimidinyl-2-oxy)-3-ethoxycarbonyl-3-fluorotetrahydro-4H-pyranin cis form (compound number 6084a) and in trans form (compound number6084b)

1.9 g (10 mmol) of a stereoisomer mixture of3-ethoxycarbonyl-3-fluorotetrahydro-4H-4-hydroxy-pyran prepared inExample 19 was dissolved in 40 ml of dimethylformamide, to the solutionwere added 0.4 g (10 mmol) of sodium hydride (60% suspension in mineraloil) and 2.2 g (10 mmol) of 4,6-dimethoxy-2-methylsulfonylpyrimidine,and the mixture was stirred at 0° C. for 1 hour and at room temperaturefor 3 hours. The reaction solution was poured into 150 ml of water andextracted three times with 50 ml each of ethyl acetate, and theresulting organic layer was washed with water and dried over anhydrousmagnesium sulfate. The solvent was distilled away to obtain 2.3 g of thecrude product. This crude product was purified by silica gelchromatography (developing solvent: hexane/ethyl acetate=10/1) to obtain1.1 g (yield: 34%) of the objective4-(4,6-dimethoxypyrimidinyl-2-oxy)-3-ethoxycarbonyl-3-fluorotetrahydro-4H-pyranin cis form (compound number 6084a, the substance such that thesubstituent at the 2-position is supposed to take trans configurationwhen the ethoxycarbonyl group at the 1-position is taken as a standard),

¹ H-NMR (δ, CDCl₃): 1.14 (3H,t,J=7.2Hz), 2.01-2.33 (2H,m), 3.79-4.32(4H,m), 3.91 (6H,s), 4.07 (2H,q,J=7.2Hz), 5.61-5.63 (1H,m), 5.72 (1H,s)ppm

and 0.78 g (yield: 24%) of the same in trans form (compound number6084b, the substance such the substituent at the 2-position is supposedto take trans configuration when the ethoxycarbonyl group at the1-position is taken as a standard),

¹ H-NMR (δ, CDCl₃): 1.19 (3H,t,J=7.2Hz), 2.21-2.28 (2H,m), 3.6-4.21(4H,m), 3.91 (6H,s), 4.05 (2H,q,J=7.2Hz), 5.6-5.72 (1H,m), 5.71 (1H,s)ppm.

EXAMPLE 23 Preparation of ethyl1-chloro-2-(4,6-dimethoxypyrimidinyl-2-oxy)-1-cyclohexanecarbonylate intrans form (compound number 1455b)

2.1 g (10 mmol) of ethyl 1-chloro-2-hydroxy1-cyclohexanecarboxylatesynthesized according to Example 17 was dissolved in 30 ml ofdimethylformamide, to the solution were added 0.4 g (10 mmol) of sodiumhydride (60% suspension in mineral oil) and 2.2 g (10 mmol) of4,6-dimethoxy-2-methylsulfonylpyrimidine, and the mixture was stirred atroom temperature for 2 hours. The reaction solution was poured into 150ml of water and extracted three times with 50 ml each of ethyl acetate,the obtained organic layer was washed with water and dried overanhydrous magnesium sulfate, and the solvent was distilled away toobtain 2.9 g of the crude product. The crude product was purified bysilica gel chromatography (developing solvent: hexane/ethylacetate=12/1) to obtain 0.33 g (yield: 10%) of a substance (compoundnumber 1455b) supposed to be the objective ethyl1-chloro-2-(4,6-dimethoxypyrimidinyl-2-oxy)-1-cyclohexanecarbonylate intrans form (wherein the substituent at the 2-position takes transconfiguration when the ethoxycarbonyl group at the 1-position is takenas a standard).

EXAMPLE 24 Preparation of methyl1-fluoro-2-(4,6-dimethoxypyrimidinyl-2-thio)-1-cyclohexanecarboxylate(compound number 1496)

In 10 ml of dimethylformamide were dissolved 192 mg (1 mmol) of methyl1-fluoro-2-mercaptocyclohexanecarboxylate synthesized according toExample 18 and 218 mg (1 mmol) of4,6-diethoxy-2-methylsulfonylpyrimidine, to the solution was added 166mg (1.2 mmol) of potassium carbonate, and the mixture was stirred atroom temperature for 5 hours. The reaction solution was poured intowater and extracted three times with 30 ml of ethyl acetate, and theobtained organic layer was washed with water and dried over anhydrousmagnesium sulfate. The solvent was distilled away to obtain 350 mg ofthe crude product. This was purified by silica gel chromtography(developing solvent: hexane/ethyl acetate=10/1) to obtain 257 mg (yield:78%) the objective methyl1-fluoro-2-(4,6-dimethoxypyrmidinyl-2-thio)-1-cyclohexanecarboxylate(compound number 1496),

¹ H-NMR (δ, CDCl₃): 5.78 (s,1H), 3.90 (s,6H), 3.75 (s,3H), 1.1-3.3(m,9H) ppm.

EXAMPLE 25 Preparation of1-fluoro-2-(4,6-dimethoxypyrimidinyl-2-oxy)-1-cyclopentanecarboxylicacid in trans form (compound number 1002b)

0.6 g (2 mmol) of methyl1-fluoro-2-(4,6-dimethoxypyrimidinyl-2-oxy)-1-cyclopentanecarboxylate intrans form (compound number 1003b) synthesized according to Example 20was dissolved in a mixed solution of 5 ml of methanol and 10 ml ofwater, 0.34 g of potassium hydroxide was added, and the mixture wasstirred at 40° C. for 1 hour. The methanol was distilled away, 30 ml ofwater was added to the reaction solution, and the mixture was acidifiedwith diluted hydrochloric acid and extracted three times with 30 ml eachof ethyl acetate. The ethyl acetate layer was dried over anhydrousmagnesium sulfate and the solvent was distilled away to obtain 0.27 g(yield: 47.2%) of the desired1-fluoro2-(4,6-dimethoxypyrimidinyl-2-oxy)-1-cyclopentanecarboxylic acidin trans form (compound number 1002b). Melting point 122°-124° C.

EXAMPLE 26 Preparation of1-fluoro-2-(4,6-dimethoxypyrimidinyl-2-oxy)-1-cyclohexanecarboxylic acidisopropylamine salt in trans form (compound number 1218b)

Ethyl 1-fluoro-2-hydroxy-cyclohexanecarboxylate synthesized according toExample 3 was converted successively according to the process ofExamples 20 and 21 to obtain1-fluoro-2-(4,6-dimethoxypyrimidinyl-2-oxy)-1-cyclohexanecarboxylic acidin trans form (compound number 1180b). To 5 ml of the ethanol solutionof 0.4 g (1.34 mmol) of this compound was added at room temperature 0.88g (1.5 mmol) of isopropylamine, and the mixture was stirred for 30minutes and concentrated under reduced pressure to obtain 0.48 g (yield:99%) of the objective1-fluoro-2-(4,6-dimethoxypyrimidinyl-2-oxy)1-cyclohexanecarboxylic acidisopropylamine salt in trans form (compound number 1218b).

EXAMPLE 27 Preparation of 1-fluoro-2-(4,6-dimethoxypyrimidinyl-2-oxy)-1-cyclopentanecarboxylic acid isopropyl ester in trans form (compoundnumber 1006b)

0.12 g (1.74 mmol) of isopropyl alcohol was added to 10 ml of an ethersolution of 0.5 g (1.74 mmol) of1-fluoro-2-(4,6-dimethoxypyrimidinyl-2-oxy)-1-cyclopentanecarboxylicacid (compound number 1002b) synthesized according to Example 25, andthen 0.4 g (1.93 mmol) of dicyclohexylcarbodiimide and 20 mg of4,4-dimethylaminopyridine were added at room temperature. After stirringfor 2 hours, the reaction solution was filtered and the filtrate wasconcentrated to obtain the crude product. The crude product was purifiedby silica gel column chromatography (developing solvent: hexane/ethylacetate=4/1) to obtain 0.4 g (yield: 70%) of the objective1-fluoro-2-(4,6-dimethoxypyrimidinyl2-oxy)-1-cyclopentanecarboxylic acidisopropyl ester in trans form (compound number 1006b).

¹ H-NMR (δ, CDCl₃): 1.16 (3H,d,J=6.2Hz), 1.26 (3H,d,J=6.2Hz), 1.51-2.68(6H,m), 3.89 (6H,s), 5.03 (1H,sep), 5.66 (1H,s), 5.31-5.95 (1H,m) ppm

EXAMPLE 28 Preparation of1-fluoro-2-(4,6-dimethoxypyrimidinyl-2-oxy)-1-cyclopentanecarboxylicacid ethanethiol ester in trans form (compound number 4228b)

0.14 ml (1.74 mmol) of ethanethiol was added to 10 ml of an ethersolution of 0.5 g (1.74 mmol) of1-fluoro-2-(4,6-dimethoxypyrimidinyl-2-oxy)-1-cyclopentanecarboxylicacid (compound number 1002b) synthesized according to Example 25, andthen 0.4 g (1.93 mmol) of dicyclohexylcarbodiimide and 20 mg of4,4-dimethylaminopyridine were added at room temperature. After stirringfor 2 hours, the reaction solution was filtered and the filtrate wasconcentrated to obtain the crude product. This was purified by silicagel column chromatography (developing solvent: hexane/ethyl acetate=9/1) to obtain 0.3 g (yield: 52%) of the objective1-fluoro-2-(4,6-dimethoxypyrimidinyl-2-oxy)-1-cyclopentanecarboxylicacid ethanethiol ester in trans form (compound number 4228b).

EXAMPLE 29 Preparation of N,N-dimethyl,1-fluoro-2-(4,6-dimethoxypyrimidinyl-2-oxy)-1-cyclopentanecarboxylicamide in trans form (compound number 4010b)

6 ml of an tetrahydrofuran solution of 0.4 g (1.4 mmol) of1-fluoro-2-(4,6-dimethoxypyrimidinyl-2-oxy)-1-cyclopentanecarboxylicacid (compound number 1002b) was cooled to 0° C., and 0.19 ml (1.4 mmol)of triethylamine and 0.13 ml (1.4 mmol) of ethyl chlorocarbonate wereadded. After stirring at 0° C. for 1 hour, 0.15 g of a 50% aqueousdimethylamine solution was added and the mixture was further stirred for2 hours. Water was added to the reaction solution, the mixture wasextracted with ether and the ether layer was successively washed withdiluted hydrochloric acid and saturated saline. The ether layer wasdried over anhydrous sodium sulfate, the solvent was distilled away andthe crude product was purified by silica gel column chromatography(developing solvent: hexane/ethyl acetate=1/9) to obtain 0.29 g (yield:68%) of the objective N,N-dimethyl,1-fluoro-2-(4,6-dimethoxypyrimidinyl-2-oxy)1-cyclopentanecarboxamide intrans form (compound number 4010b).

¹ H-NMR (δ, CDCl₃): 1.67-2.67 (6H,m), 2.73-3.20 (6H,m), 3.87 (6H,s),5.62 (1H,s), 5.47-6.05 (1H,m) ppm

EXAMPLE 30 Preparation of methylO-methoxycarbonylmethyl-1-fluoro-2-(4,6-dimethoxypyrimidinyl-2-oxy)-1-cyclopentanehydroxymate(compound number 4096b)

0.8 ml of triethylamine was added to 10 ml of a tetrahydrofuran solutionof 0.8 g (2.8 mmol) of1-fluoro-2-(4,6-dimethoxypyrimidinyl-2-oxy)-1-cyclopentanecarboxylicacid (compound number 1002b) synthesized according to Example 25, themixture was cooled to 0° C., and 0.26 ml (2.8 mmol) of ethylchloroformate was added dropwise. After stirring for 1 hour, 0.36 g (3.4mmol) of methyl aminooxyacetate was added and the mixture was furtherstirred for 2 hours. The reaction solution was poured into saturatedsaline and extracted with ether, the ether layer was successively washedwith a diluted aqueous hydrochloric acid solution and saturated salineand dried over anhydrous sodium sulfate, and the solvent was distilledaway to obtain the crude product. This was purified by silica gel columnchromatography (developing solvent: hexane/ethyl acetate=4/1) to obtain0.66 g (yield: 63%) of the objective N-methoxycarbonylmethoxy,1-fluoro-2-(4,6-dimethoxypyrimidinyl-2-oxy)-1-cyclopentanecarboxamide(compound number 4048b).

¹ H-NMR (δ, CDCl₃): 1.70-2.77 (6H,m), 3.36 (3H,s), 3.94 (6H,s), 4.41(2H,s), 5.70 (1H,s), 5.33-6.00 (1H,m), 9.43-9.73 (1H,bs) ppm

Melting point: 68°-70.2° C.

Then, to 10 ml of an ether solution of 0.66 g (1.7 mmol) of this amide(compound number 4048b) was added under ice cooling an ether solutioncontaining 1.5 equivalent amount of diazomethane, and the mixture wasstirred for 1 hour. The excessive diazomethane was decomposed by theaddition of acetic acid to the reaction solution, the solvent wasdistilled away, and the resulting crude product was purified by silicagel column chromatography (developing solvent: hexane/ethyl acetate=9/1) to obtain 0.67 g (yield: 97%) of the objective methylO-methoxycarbonylmethyl-1-fluoro-2-(4,6-dimethoxypyrimidinyl-2-oxy)-1-cyclopentanehydroxymate(compound number 4096b).

¹ H-NMR (δ, CDCl₃): 1.56-2.59 (6H,m), 3.69 (3H,s), 3.92 (6H,s), 4.10(3H,s), 4.44 (2H,s), 5.66 (1H,s), 5.39-5.92 (1H,m) ppm

Melting point: 72°-74.0° C.

EXAMPLE 31 Preparation of1-fluoro-2-(4,6-dimethoxypyrimidinyl-2-oxy)-1-cyclohexanethiocarboxamidein trans form (compound number 4379b)

Ethyl 1-fluoro-2-hydroxy-cyclohexanecarboxylate synthesized in Example 3was successively converted according to the processes of Examples 20, 21and 29 to obtain1-fluoro-2-(4,6-dimethoxypyrimidinyl-2-oxy)-1-cyclohexanecarboxamideacid in trans form (compound number 4275b). To 5 ml of an ethyleneglycol dimethyl ether solution of 0.32 g (1.07 mmol) of this compoundwas added 0.24 g (0.59 mmol) of Lawesson's reagent, and the mixture wasrefluxed with heating for 2 hours. The reaction solution was cooled toroom temperature, poured into water and extracted with chloroform, thechloroform layer was dried over anhydrous sodium sulfate, the solventwas distilled away, and the crude product was purified by silica gelcolumn chromatography (developing solvent: hexane/ethyl acetate=4/1) toobtain 0.05 g (yield: 15%) of the objective1-fluoro-2-(4,6-dimethoxypyrimidinyl-2-oxy)-1-cyclohexanethiocarboxamidein trans form (compound number 4379b).

¹ H-NMR (δ, CDCl₃): 1.00-2.83 (8H,m), 3.90 (6H,s), 4.93-5.83 (1H,m),5,63 (1H,s), 6.00 (1H,bs), 6.53 (1H,bs) ppm

EXAMPLE 32 Preparation of ethyl2-(4,6-dimethoxypyrimidin-2-yl)-thio-1-fluoro-2-cyclohexenecarboxylate(compound number 7004)

Referring to the process described in Bulletin des Societe ChimiquesBelges volume 87, page 223 (1978), 5.4 g (30 mmol) of ethyl1-fluoro-2-oxocyclohexanecarboxylate was dissolved in 50 ml of toluene,to this was added 6.0 g (15 mmol) of Lawesson's reagent, and reactionwas carried out at 100° C. for 5 hours. 100 ml of hexane was added, theprecipitate was filtered out and the solvent was distilled away. Thefiltrate was purified by silica gel column chromatography (developingsolvent: hexane / ethyl acetate=15/1) to obtain 1.1 g (yield: 18 % ofethyl 1-fluoro-2-mercapto-2-cyclohexenecarboxylate.

204 mg (1 mmol) of this ethyl 1-fluoro-2-mercaptocyclohexenecarboxylateand 218 mg (1 mmol) of 4,6-dimethoxy-2-methylsulfonylpyrimidine weredissolved in 10 ml of dimethylformamide, 166 mg (1.2 mmol) of potassiumcarbonate was added to the solution and the mixture was stirred at roomtemperature for 5 hours. The reaction solution was poured into 50 ml ofwater and extracted three times with 30 ml each of ethyl acetate, andthe obtained organic layer was washed with water and dried overanhydrous magnesium sulfate. The solvent was distilled away to obtain350 mg of the crude product. The crude product was purified by silicagel column chromatography (hexane: ethyl acetate=9:1) to obtain 240 mg(yield: 70%) of the objective ethyl2-(4,6-dimethoxypyrimidine-2-yl)-thio-1-fluoro-2-cyclohexcarboxylate(compound number 7004).

EXAMPLE 33 Preparation of (+) and(-)-1-fluoro-2-(4,6-dimethoxypyrimidinyl-2-oxy)-1-cyclopentanecarboxylicacid in trans form (compound numbers 1002 b1 and 1002b2) and theirmethyl esters (compound numbers 1003bl and 1003b2)

In 40 ml of isopropyl alcohol was dissolved 6.15 g (21.5 mmol) of1-fluoro-2-(4,6-dimethoxypyrimidinyl-2-oxy)-1-cyclopentanecarboxylicacid (compound number 1002b) synthesized according to Example 25, 7 g(21.5 mmol) of quinine was added, and the formed salt was dissolvedunder reflux with heating. After being left at room temperatureovernight, the reaction solution was filtered to obtain 10.65 g of asalt (named the first crystals). This salt was then twice recrystallizedfrom isopropyl alcohol to obtain 4.4 g of pure quinine salt of(+)-1-fluoro 2-(4,6-dimethoxypyrimidinyl-2-oxy)-1-cyclopentenecarboxylicacid in trans form. 3.54 g of this salt wad dissolved in 40 ml of 1Nhydrochloric acid, 50 ml of ether was added and the mixture was stirredfor 1 hours. The ether layer was separated and dried over anhydrousmagnesium sulfate and the solvent was distilled away to prepare 1.49 g(24.2%) of the objective(+)-1-fluoro-2-(4,6-dimethoxypyrimidinyl-2-oxy)-1-cyclopentanecarboxylicacid in trans form (compound number 1002 bl). [

    α].sub.D =+36.62°

    (c=0.071, i-Pr-OH)

The mother liquor after the recrystallization of the first crystalls wasthen concentrated, and 3.53 g of the deposited the quinine salt of(-)-1-fluoro-2-(4,6-dimethoxypyrimidinyl-2-oxy)-1-cyclopentanecarboxylicacid in trans form (compound number 1002b2) was decomposed in the samemanner as above to prepare 1.09 g (17.7%) of the objective(-)-1-fluoro-2-(4,6-dimethoxypyrimidinyl-2-oxy)-1-cyclopentanecarboxylicacid in trans form (compound number 1002b2).

    [α].sub.D.sup.30 =-38.55°

    (c=0.083, i-Pr-OH)

1.49 g of the thus obtained optically active carboxylic acid in (+) from(compound number 1002bl) was dissolved in 20 ml of ether, and anecessary amount of an ether solution of diazomethane was added underice cooling to methylate the carboxylic acid. The excessive diazomethanewas decomposed with acetic acid and the solvent was distilled away toobtain 1.5 g (95.6%) of the object(+)-1-fluoro-2-(4,6-dimethoxypyrimidinyl-2-oxy)-1-cyclopentanecarboxylicacid methyl ester in trans form (compound number 1003bl).

Analysis with an optical isomer-separating column (CHIRALCEL OD;manufactured by Daisel Co.) (solvent system: hexane/isopropylalcohol=9/1, flow rate: 2 ml/min, detection wavelength: 254 nm) revealedthat the ester was excessive in antipode by 99%.

Further 1.09 g of(-)-1-fluoro-2-(4,6-dimethoxypyrimidinyl-2-oxy)-1-cyclopentanecarboxylicacid in trans form (compound number 1002b2) was methylated in the samemanner as in the (+) form compound to obtain 1.11 g (yield: 96.4%) of(-)-1-fluoro-2-(4,6-dimethoxypyrimidinyl-2-oxy)-1-cyclopentanecarboxylicacid methyl ester in trans form (compound number 1003b2). The analysisof this ester under the same conditions as in the (+) form compoundrevealed that the ester was excessive in antitope by 86.8%.

The halogen-containing compounds represented by the formula (I) of thisinvention have an excellent activity as a hebicide. When used asherbicides, the compounds represented by the formula (I) are mixed withagriculturally and forticulturally acceptable carrier(s) or diluent(s),additive(s) and auxiliary(ies) and the like by a method known per se andformulated into preparation forms usually used for pesticides, such as,for example, dusts, granules, wettable powders, emulsifiable concentrateliquids and flowables. Further, other pesticides such as, for example,fungicides, insecticides, acaricides, other herbicides, plant growthregulators, fertilizers or soil-improving agents can be mixed therewithor used together. Particularly by using the compounds represented by theformula (I) in a state such that they are mixed with other herbicides,the amounts of the chemicals to be used can be reduced and labors can bereduced, and further, the enlargement of weeding spectrum due to thesynergism of both chemicals and a still higher effect due topotentiation can also be expected.

The following can, for example, be mentioned as specific examples ofother herbicides usable in a state such that they are mixed with thecompounds of the invention represented by the formula (I) (the words inthe parentheses denote common names unless otherwise defined).

Carbamate herbicides

Methyl 3,4-dichlorophenylcarbamate (Swep), isopropyl3-chlorophenylcarbamate (Chloroproham),S-(p-chlorobenzyl)-N,N-diethylthiocarbamate (Benthiocarb), S-ethylN,N-hexamethylenethiocarbamate (Molinate), S-(1-methyl-1-phenylethyl)piperidine-1-carbothioate (Dimepiperate), S-benzylN-ethyl-N-(1,2-dimethylpropyl) thiolcarbamate (Esprocarb),3-(methoxycarbonylaminophenyl N-(3-methylphenyl) carbamate(Phenmedipham), ethyl 3-phenylcarbamoyloxyphenylcarbamate (Desmedipham),etc.

Urea herbicides

1-(α, α-Dimethylbenzyl-3-(4-methylphenyl)urea Dymron),3-(3,4-dichlorophenyl)-1,1-dimethylurea (Diuron),1,1-dimethyl-3-(α,α,α-trifluoro-m-tolyl)urea (Fluometuron),3-[4-(4-chlorophenoxy)phenyl)-1,1-dimethylurea (Chloroxuron),3-(3,4-dichlorophenyl)-1-methoxy-1-methylurea (Linuron),3-(4-chlorophenyl)-1-methoxy-1-methylurea (Monolinuron),3-(4-bromo-3-chlorophenyl)-1-methoxy-1-methylurea (Chlorbromron),1-(,-dimethylbenzyl)-3-(2-chlorobenzyl)urea (Code number JC-940), etc.

Haloaceta amide herbicides

2-Chloro-2',6'-dimethyl-N-methoxymethyla cetanilide (Alachlor),N-butoxymethyl-2-chloro-2',6'-diethlacetanilide (Butachlor),2-chloro-2',6'-diethyl-N-(2-propoxyethyl) acetanilide (Pretilachlor),2-chloro-N-isopropylacetanilide (Propachlor), etc.

Amide herbicides

3',4'-Dichloropropionanilide (Propanil),2-bromo-N-(1,1-dimethylbenzyl)-3,3-dimethylbutanamide (Bromobutide),2-benzothiazol-2-yloxy-N-methylacetanilide (Mefenacet),N,N-dimethyldiphenylacetamide (Diphenamide), etc.

Dinitrophenyl herbicides

4,6-dinitro-o-cresol (DNOC), 2-tert-butyl-4,6-dinitrophenol (Dinoterb),2-sec-butyl-4,6-dinitrophenol (Dinoseb),N,N-diethyl-2,6-dinitro-4-trifluoromethyl-m-phenylenediamine(Dinitramine), α,α,α-trifluoro-2,6-dinitro-N,N-dipropyl-p-toluidine(Trifluralin), 4-methyl-sulfonyl-2,6-dinitro-N,N-dipropylaniline(Nitralin), N-(1-ethylpropyl)-2,6-dinitro-3,4-xylidine (Pendi-methalin),etc.

Phenoxy herbicides

2,4-Dichlorophenoxyacetic acid (2,4-D), 2,4,5-trichlorophenoxyaceticacid (2,4,5-T), 4-chloro-o-tolyloxacetic acid (MCPA),4-(4-chloro-o-tolyloxy) butyric acid (MCPB), 2,4-dichlorophenoxy butyricacid (2,4-DB), 2,(4-chloro-o-tolyloxy) propionic acid (Mecoprop),2-(2,4-dichlorophenoxy) propionic acid (Dichlorprop),(RS)-2-[4-(2,4-dichlorophenoxy)phenoxy propionic acid (Diclofop) and itsesters, (RS)-2-[4-(5-trifluoromethyl-2-pyridyloxy)phenoxy] acid(Fluazifop) and its esters, 2-(2,4-dichloro-3-methylphenoxy)propionanilide (Cromeprop), S-ethyl 4-chloro-2-methylphenoxy-thioacetate(Phenothiol), 2-(2-naphthoxy) propionanilide (Naproanilide), etc.

Carboxylic acid herbicides

2,2-Dichporopropionic acid (Dalapone), trichloroacetic acid (TCA),2,3,6-trichlorobenzoic acid (2,3,6-TBA), 3,6-dichloro-o-anisic acid(Dicamba), 3-amino-2,5-dichlorobenzoic acid (Chloromben), etc.

Organic phosphorus herbicides

O-Ethyl O-(2-nitro-5-methylphenyl)-N-sec-butyl-phosphoroamidethioate(Butamifos), O,O-diisopropylS-(2-benzenesulfonylaminoethyl)phosphorodithioeate (SAP),S-(2-methylpiperidin-1-yl)carbonylmethyl O,O-dipropylphosphorodithioate(Piperophos), etc.

Benzonitrile herbicides

2,6-Dichlorobenzonitrile (Dichlobenil),3,5-dibromo-4-hydroxybenzonitrile (Bromoxynil),4-hydroxy-3,5-diiodobenzonitrile (Ioxynil), etc.

Diphenyl ether herbicides

2,4-Dichlorophenyl 4-nitrophenyl ether (Nitrofen), 2,4,6-trichlorophenyl4'-nitrophenyl ether (Chlornitrofen), 2,4-dichlorophenyl3-methoxy-4-nitrophenyl ether (Chlomethoxynil), methyl5-(2,4-dichlorophenoxy)-2-nitrobenzoate (Bifenox), 4-nitrophenyl α,α,-trifluoro-2-nitro-p-tolyl ether (Fluorodifen),2-chloro-4-trifluoromethylphenyl 3-ethoxy-4-nitrophenyl ether(Oxygluorfen), 5-(2-chloro-α,α,α-trifluoro-p-tolyloxy)-2-nitrobenzoicacid (Acifluorfen), etc.

Triazine herbicides

4-Amino-3-methyl-6-phenyl-1-1,2,4-triazin-5-(4H)-one (Metribuzin),2-chloro-4,6-bis-(ethylamino)1,3,5-triazine (Simazine),2-chloro-4-ethylamino-6-isopropylamino-1,3,5-triazine (Atrazine),2,4-bis(ethylamino)-6-methylthio-1,3,5-triazine (Simetryne),2,4-bis(isopropylamino)-6-methylthio-1,3,5-ethylamino-6-methylthio-1,3,5-triazone(Dimethametryne), etc.

Sulfonylurea herbicides

2-Chloro-N-4-methoxy-6-methyl-1,3,5-triazin-yl) aminocarbonyl]benzenesulfonamide (Chlorsulfuron), methyl2-{((4,6-dimethoxypyrimidin-2-yl) aminocabonyl) aminosulfonyl]methyl)benzoate (Bensulfuron methyl), Ethyl2-[((4-chloro-6-methoxypyrimidin-2-yl)aminocarbonyl)aminosulfonyl)benzoate (Chlorimuron ethyl), etc.

Diazine herbicides

4-(2,4-Dichlorobenzoyl)-1,3-dimethylpyrazol-5-yl-p-toluenesulfonate(Pyrazolate), 1,3-dimethyl-4-(2,4-dichlorobenzoyl)-5-phenacyloxypyrazole(Pyrazoxyfen), 1,3-dimethyl-4-(2,4-dichloro-3-methyl-benzoyl)-5-(4-methylphenacyloxy) pyrazole (Benzofenap), etc.

Other herbicides

3,6-Dichloropyridine-2-carboxylic acid (Clopyralid),4-amino-3,5,6-trichloropyridine-2-carboxylic acid (Picloram),5-amino-4-chloro-2-phenylpyridazin-3(2H)-one(Chloridazon),3-cyclohexyl-1,5,6,7-tetrahydrocyclopentenopyrimidine-2,4(3H)-dione (Lenacil),5-bromo-3-sec-butyl-6-methyluracil (Bromacil),3-tert-butyl-5-chloro-6-methyluracil (Terbacil), 3-isopropyl-(1H)-2,1,3benzothiadiazin-4(3H)-one 2,2-dioxide (Bentazone),N-1-naphthylphthalamic acid (Naptalam), etc.

As the agriculturally and horticulturally acceptable carrier(s) ordilutent(s) used in the formulation of the compund(s) of this inventionalone or in mixing with other herbicide(s) solid or liquid carrier(s)usually used in agriculture is (are) used. Examples of the solidcarriers include inorganic matters such as clays represented by theKaolinite group, montmorillonite group, illite group and attapulgitegroup, talc, diatom earth, magnesium lime, apatite, zeolite, silicicanhydride and synthesized calcium silicate; vegetable organic matterssuch as soybean meal, tobacco meal, walnut meal, wheat flour, wood meal,starch and crystalline cellulose; synthetic and natural high molecularcompounds such as coumarone resins, petroleum resins, alkyd resins,polyvinyl chloride, polyalkylene glycol, ketone resins, ester gum, copalgum and dammar gun; and further waxes such as carnauba wax and beeswaxand urea, etc.

Examples of suitable liquid carriers include paraffin and naphthenehydrocarbons such as kerosene, mineral oil, spindle oil and white oil;aromatic hydrocarbons such as toluene, xylene, ethylbenzene, cumene andmethyl naphthalene; ethers such as dioxane and tetrahydrofuran; ketonessuch as methyl ethyl ketone, diisobutyl ketone, cyclohexanone,acetophenone and isophorone; esters such as ethyl acetate, amyl acetate,ethylene glycol acetate, diethylene glycol acetate, dibutyl maleate anddiethyl succinate; alcohols such as methanol, n-hexanol, ethyleneglycol, diethylene glycol, cyclohexanol and benzyl alcohol; etheralcohols such as ethylene glycol ethyl ether, ethylene glycol phenylether, diethylene glycol ethyl ether and diethylene glycol butyl ether;polar solvents such as dimethylformamide and dimethylsulfoxide; water,etc.

In addition, surfactants and other auxiliaries can be used for purposesof emulsification, dispersion, wetting, spreading, binding, regulationof disintegration, stabilization of the effective ingredient,improvement of fluidity, rust inhibition and the like on the compoundsof the invention. Any of nonionic, anionic, cationic and amphotericsurfactants can be used as the surfactants, but usually nonionic and/oranionic compounds are used.

Examples of suitable nonionic surfactants include compounds obtained byaddition polymerizing ethylene oxide with a higher alcohol such aslauryl alcohol, stearyl alcohol or oleyl alcohol; compounds obtianed byaddition polymerizing ethylene oxide with an alkylphenol such asisooctylphenol or nonylphenol; compounds obtained by additionpolymerizing ethylene oxide with an alkylnaphthol such as butylnaphtholor octylnaphthol; compounds obtained by addition polymerizing ethyleneoxide with a higher fatty acid such as palmitic acid, stearic acid oroleic acid; higher fatty acid esters of polyhydric alcohols such assorbitan and compounds obtained by addition polymerizing ethylene oxidewith such a higher fatty acid ester; compounds obtained by blockaddition polymerizing ethylene oxide with propylene oxide; etc.

Examples of suitable anionic surfactants include alkyl sulfate estersalts such as sodium lauryl sulfate and amine salts of oleyl alcoholsulfuric acid ester; alkylsulfonate salts such as sodium2-ethylhexenesulfonate; arylsulfonate salts such as sodiumisopropylnaphthalenesulfonate, sodium methylenebisnaphthalenesulfonate,sodium ligninsulfonate and sodium dodecylbenzenesulfonate; etc.

Further, the herbicide of the invention can contain, for purposes ofimproving the properties of the preparations and enhancing itsherbicidal effect, a high molecular compound such as casein, gelatin,albumin, glue, sodium alginate, carboxymethylcellulose,methyl-cellulose, hydroxyethylcellulose or polyvinyl alcohol and otherauxiliaries.

The above carriers and various auxiliaries can be used alone or incombination according to their purposes taking the application forms andplaces of the preparations into account.

The content of the compound of the invention represented by the formula(I) amount of the active ingredient in the thus obtained preparationsvaries depending on the preparation form, but is usually 0.1 to 99% byweight, particularly preferably 1 to 80% by weight.

In case of dust, it usually contains 1 to 25% by weight of the effectiveingredient compound and the remaining part is the solid carrier.

In case of wettable powder, it usually contains, for example, 25 to 90%by weight of the active ingredient compound and the remaining part isthe solid carrier and the dispersing and wetting agents, and ifnecessary, a protective colloid agent and an antifoaming agent areadded.

In case of granules, they usually contain, for example, 1 to 35% byweight of the active ingredient compound and most of the remaining partare the solid carrier, the surfactant, etc. The effective ingredientcompound is either uniformly mixed with the solid carrier or uniformlyadhering or adsorbed on the surface of the solid carrier, and thediameter of the grains is about 0.2 to 1.5 mm.

In case of emulsifiable concentrate, it usually contains, for example, 5to 60% by weight of the active ingredient compound and the remainingpart is the liquid carrier, and if necessary, a rust inhibitor is added.

In case of flowables, they usually contain, for example 5 to 50% byweight of the active ingredient compound and 3 to 10% by weight of thedispersing and wetting agents, and the remaining part is water, and ifnecessary, a protective colloid agent, an antiseptic, an antifoamingagent, etc. can be added.

The halogen-containing compounds of the invention represented by theformula (I) can be applied as such or in an optional preparation form asabovementioned.

The herbicide of the invention can be applied for the extermination oncontrol of various weeds from before generation to growth phase growingin paddy fields and farmlands. The amount of the herbicide to be appliedis on the order of 0.001 to 5 kg, preferably on the order of 0.01 to 1kg per 1 ha as the amount of the compound represented by the formula (I)(the amount of the active ingredient), and can appropriately be selectedand changed depending on the kind and growth stage of objective weeds,application place, application time, weather, etc.

Several embodiments of preparations wherein the compounds of thisinvention are used are denoted below. "Part" in the followingpreparation examples is based on weight.

PREPARATION EXAMPLE 1 Granules

    ______________________________________                                        Compound number 1182b    5     parts                                          Bentonite                40    parts                                          Talc                     52    parts                                          Sodium lignisulfonate    2     parts                                          Polyoxyethylene alkyl aryl ether                                                                       1     part                                           ______________________________________                                    

The above components were sufficiently mixed, kneaded with the additionof a suitable amount of water and granuled by a granulator to obtain 100parts of granules.

PREPARATION EXAMPLE 2 Wettable powder

    ______________________________________                                        Compound number 1182b    20    parts                                          Diatom earth             60    parts                                          White carbon             15    parts                                          Sodium lignisulfonate    3     parts                                          Sodium dialkylnaphthalenesulfonate                                                                     2     parts                                          ______________________________________                                    

The above components were mixed, and then uniformly mixed and pulverizedby a jet mill to obtain 100 parts of wettable powder.

PREPARATION EXAMPLE 3 Emulsifiable concentrate

    ______________________________________                                        Compound number 1182b    30    parts                                          Xylene                   55    parts                                          Cyclohexanone            10    parts                                          Calcium dodecylbenzenesulfonate                                                                        3     parts                                          Polyoxyethylene alkyl aryl ether                                                                       2     parts                                          ______________________________________                                    

The above components were uninformly mixed and dissolved to obtain 100parts of an emulsion.

Herbicides using compounds of this invention could be each preparedaccording to the above preparation examples.

The halogen-containing compounds of the invention represented by theformula (I) are novel compunds not disclosed in literatures. Thecompounds of the invention represented by the formula (I) have theircharacteristic in that they take a structure wherein the α-halogenatedcarboxylic acid derivative part having a relatively simple structure andthe pyrimidine ring or triazine ring part to which specific substituentsbind at the 4-position and 6-position bind through an oxygen atom,sulfur atom or --OCH₂ --, and it is considered that the excellentherbicidal effect is mainfested due to the structural characteristic.

The compounds and herbicide of this invention can exterminate and/orprevent various weeds from before generation to the growth phase whichgrow in agricultural lands. For example, the compounds and herbicide ofthe invention can exterminate and/or prevent weeds in paddy fields suchas barnyardagrass (Echinochloa crus-galli), Japanese bulrush (Scirpusjuncoides), "mizugayatruri"-(cyperus serotinus), monochoria (Monochoriavaginalis), common flase pimpernel (Lindernia pyxidaria), waterwort(Elatine triandra), indian toothcup (Rotala indica), needle spikerush(Eleocharis acicularis) and "urikawa" (segittaria pygmoea), and variousweeds in farmlands such as crabgrass (Digitaria sanquinalis), giantfoxtail (Setaria faberi), goosegrass (Eleusine indica), ricegrasspaspalum (Paspalum orbiculare) water foxtail (Alopecurus aegualis),common chickweed (Stellaria media), various species of Polygonum,various species of Amaranthus, velvetleaf (Abutilon theophrasti), commonlambsquarters (Chenopodium album), prickly sida (Sida spinosa), variousspecies of Ipomoea, common cocklebur (Xanthium strumarium), commonragweed (Ambrosia artemisialfolia), sheherd'spurse (Capsellabursa-pastoris), flexuous bittercress (Cardamine flexuosa), hairybeggarticks (Bidens pilosa), catchweed bedstraw (Galium aparine), wildmustard (Brassica kaber), various species of Ipomoea, jimsonweed (Daturastramonium), wild sunflower and wild buckwheat (Polygonum convolvulus).Further, the compounds and herbicide of this invention can be used notonly in paddy fields and farmlands but also in fruit farms, lawns, andnon-crop lands.

Moreover, the compounds of this invention have selectivity on some kindsof crops, and particularly do not give such phytotoxicity as practicallybecomes a problem on crops such as cotton, soybean and maize.

The herbicidal effects of the compounds and herbicide of this inventionand described below according to test examples.

TEST EXAMPLE 1 Foliar application test in a upland field

Plowed field soil was packed into four-sided port (30×30×12 cm), apredetermiend amount each of the seeds of the various crops and variousweeds shown in Table 17 were sown respectively, and the respectiveplants were grown in a greenhouse up to 1.5 to 3 leaf stage. Wettablepowders were prepared according to Preparation example 2 using thecompounds of this invention shown in Table 17 respectively. A dilutionof each wettable powder with water was evenly applied on the foliages ofeach plant in the application amount corresponding to 500 1/ha so thatthe active ingredient amount indicated in Table 17 was given. 21 daysafter the application, herbicidal effects on the various weeds and thedegree of phytotoxicity on the various crops were evaluated according tothe following criterion. The results are shown in Table 17.

    ______________________________________                                                 Herbicidal effect:                                                                         Phytotoxicity on crop:                                           weeding rate (%)                                                                           phytotoxicity rate (%)                                           based on the non-                                                                          based on the non-                                       Rating   treated group                                                                              control group                                           ______________________________________                                        0        0            the same as left                                        1        above - 10                                                           2        above - 20                                                           3        above - 30                                                           4        above - 40                                                           5        above - 50                                                           6        above - 60                                                           7        above - 70                                                           8        above - 80                                                           9        above - 90                                                           10        above - 100                                                                  (withered)                                                           ______________________________________                                    

                                      TABLE 17                                    __________________________________________________________________________    Foliar application test in upland field                                           Amount of                                                                 Com-                                                                              active                                                                              Herbicidal effect                        Phytotoxicity              pound                                                                             ingredient                                                                          barnyard                                                                           giant                                                                             slender                                                                             velvet-                                                                           tall morning-                                                                        cock-                                                                             wild wild      soy-                   No. (g/ha)                                                                              grass                                                                              foxtail                                                                           Amaranth                                                                            leaf                                                                              glory  lebur                                                                             mustard                                                                            sunflower                                                                           maize                                                                             bean                                                                              cotton             __________________________________________________________________________    1004b                                                                             50    10   10  10    10  10    10  10   10    --  --   0                  4228b                                                                             50    10   10  10    10  10    10  10   10    --  --   0                  1182b                                                                             50    10   10  10    10  10    10  10   10    0   --   --                 1184b                                                                             50    10    9  10    10   9    10  10   10    0   --   --                 1411b                                                                             50    --   --  10    10   9    10   9   10    1   --   --                 2039                                                                              50    10   10  10    10  10    10  10   10    --  --   0                  2057b                                                                             50    10   10  10    10  10    10  10   10    0   --   --                 3003b                                                                             50    10   10  10    10  10    10  10   10    0   0    0                  1187b                                                                             50    10    9  10    10  10    10  10   10    0   --   --                 1234b                                                                             50    10    9  10    10  10    10  10   10    1   --   --                 4512b                                                                             50    10    9  10    10  10    10  10   10    1   --   --                 __________________________________________________________________________

TEST EXAMPLE 2 Pre-emergence soil application test in upland filed

Plowed field soil was packed into four-sided ports (30×30×12 cm), apredetermined amount each of the seeds of the various crops and variousweeds shown in Table 18 were sown respectively, and covered with thesoil so that the height of the covering soil became 1 cm. Wettablepowders were prepared according to Preparation example 2 using thecompounds of this invention shown in Table 18 respectively. A dilutionof each wettable powder was evenly applied on the soil surface in theapplication amount corresponding to 500 1/ha so that the activeingredient amount indicated in Table 18 was given. 21 days after theapplication, herbicidal effects on the various weeds and the degree ofphytotoxicity on the various crops were evaluated according to thecriterion in Test example 1. The results are shown in Table 18.

                                      TABLE 18                                    __________________________________________________________________________    (Prior-germinating soil application test in upland field)                         Amount of                                                                 Com-                                                                              active                                                                              Herbicidal effect                        Phytotoxicity              pound                                                                             ingredient                                                                          barnyard                                                                           giant                                                                             slender                                                                             velvet-                                                                           tall morning-                                                                        cock-                                                                             wild wild      soy-                   No. (g/ha)                                                                              grass                                                                              foxtail                                                                           Amaranth                                                                            leaf                                                                              glory  lebur                                                                             mustard                                                                            sunflower                                                                           maize                                                                             bean                                                                              cotton             __________________________________________________________________________    1004b                                                                             100   10   10  10    10  10     10  10   10    --  0   0                  1006b                                                                             100   10   10  10    10  10     10  10   10    --  0   0                  1010b                                                                             100   10   10  10    10  10     10  10   10    --  0   0                  4228b                                                                             100   10   10  10    10  10     10  10   10    --  0   0                  4230b                                                                             100   --   --  10    10  10     10  10   10    1   0   0                  2039                                                                              100   10   10  10    10  10     10  10   10    0   0   0                  2057b                                                                             100   10   10  10    10  10     10  10   10    --  0   0                  7004b                                                                             100   10   10   9    10  10      9  10   10    --  1   --                 2346b                                                                             100   10   10  10    10   9      9  10   --    --  1   --                 __________________________________________________________________________

TEST EXAMPLE 3 Nonselective foliar application test

Plowed field soil was packed into foursided pots (30×30×12 cm), apredetermined amount each of the seeds of the various weeds shown inTable 19 were sown respectively, and the respective plants were grown ina greenhouse up to 1.5 to 3 leaf stage. Wettable powders were preparedaccording to Preparation example 2 using the compounds of this inventionshown in Table 19 respectively. A dilution of each wettable powder withwater to which a spreader Surfactant WK (produced by Maruwa BiochemicalCo., Ltd.) was added so that the concentraton became 0.25% was evenlyapplied on the foliages of each plant in the application amountcorresponding to 500 1/ha so that the active ingredient amount indicatedin Table 19 was given. 21 days after the application, herbicidal effectson the various weeds were evaluated according to the followingcriterion. The results are shown in Table 19.

    ______________________________________                                        Evaluation criterion (11 stages)                                                          Herbicidal effect:                                                            weeding rate (%)                                                              based on the non-                                                 Rating      treated group                                                     ______________________________________                                        0           0                                                                 1           above - 10                                                        2           above - 20                                                        3           above - 30                                                        4           above - 40                                                        5           above - 50                                                        6           above - 60                                                        7           above - 70                                                        8           above - 80                                                        9           above - 90                                                        10           above - 100                                                                  (withered)                                                        ______________________________________                                    

                                      TABLE 19                                    __________________________________________________________________________    (Nonselective foliar application test)                                            amount of                                                                 Com-                                                                              active                                                                    pound                                                                             ingredient                                                                          barnyard-                                                                           giant                                                                             slender                                                                             velvet-                                                                            tall morning-                                                                        cock-                                                                             wild wild  jimson-                                                                           hairy                No. (g/ha)                                                                              grass foxtail                                                                           Amaranth                                                                            leaf glory  lebur                                                                             mustard                                                                            sunflower                                                                           weed                                                                              beggarticks          __________________________________________________________________________    1003b                                                                             50    10     9  10    10   10     10  10   10    10  10                   1003b2                                                                            50    10    10  10    10   10     10  10   10    10  10                   1002b                                                                             50    10    10  10    10   10     10  10   10    10  10                   1246b                                                                             50    10     9  10    10   10     10  10   10    10  10                   1180b                                                                             50    10    10  10    10   10     10  10   10    10  10                   __________________________________________________________________________

TEST EXAMPLE 4 Nonselective pre-emergence soil application test

Plowed field soil was packed into foursided pots (30×30×12 cm), apredetermined amount each of the seeds of the various weeds shown inTable 20 were sown respectively, and covered with the soil so that theheight of the covering soil became 1 cm. Wettable powders were preparedaccording to Preparation example 2 using the compounds of this inventionshown in Table 20. A dilution of each wettable powder was evenly appliedon the soil surface in the application amount coresponding to 500 1/haso that the active ingredient amount indicated in Table 20 was attained.21 days after the application, hervicidal effects on the various weedswere evaluated according to the criterion in Test example 3. The resultsare shown in Table 20.

                                      TABLE 20                                    __________________________________________________________________________    (Nonselective prior-germinating soil application test)                        Com-                                                                              amount of                                                                 pound                                                                             active                                                                              barnyard-                                                                           giant                                                                             slender                                                                             velvet-                                                                           tall morning-                                                                        cock-                                                                             wild common                                                                             hairy                      No. ingredient                                                                          grass foxtail                                                                           Amaranth                                                                            leaf                                                                              glory  lebur                                                                             mustard                                                                            ragweed                                                                            beggarticks                __________________________________________________________________________    1002b                                                                             100   10    10  10    10  10     10  10   10   10                         4035b                                                                             100   10    10  10    10  10      9  10   10   10                         4048b                                                                             100   10    10  10    10  10      9  10   10   10                         4071b                                                                             100   10    10  10    10  10      9  10   10   10                         4079b                                                                             100   10    10  10    10  10     10  10   10   10                         5156b                                                                             100   10    10  10    10  10      8  10   10   10                         __________________________________________________________________________

What is claimed is:
 1. Halogen-containing compounds represented by theformula ##STR44## wherein Z¹ is a nitrogen atom and Z² is group CH,Xrepresents a fluorine atom, W represents an oxygen atom, sulfur atom or--OCH₂ --, n represents an integer of 0, 1, 2 or 3, R¹ and R² eachindependently represent either a hydrogen atom, halogen atom or mono- ordilower alkylsubstituted amino, or a lower alkyl, lower alkoxy or loweralkylthio each of which may be substituted with a halogen atom, R⁵represents a hydrogen atom or lower alkyl group, A represents an oxygenatom, sulfur atom or group ═N--B wherein B represents hydroxy, loweralkenyloxy, lower alkynyloxy, benzyloxy or lower alkylcarbonyloxy, orlower alkoxy optionally substituted with hydroxycarbonyl, phenylcarbonylor lower alkoxycarbonyl, and Y either represents a hydrogen atom, ahydroxy, a mercapto, or a lower alkoxy, lower alkenoxy, lower alkynoxy,lower alkylthio, phenoxy, benzyloxy, phenylthio, benzylthio, lowercycloalkoxy, lower cycloalkenyloxy, pyridylthio, furylmethyloxy,furylthio or thienyloxy each optionally substituted with a halogen atom,hydroxy, lower alkyl, lower alkoxy, leroy alkylthio, loweralkoxycarbonyl, lower alkylcarbonyl, cyano, nitro or azido, or an azido,a trilower alkyl-substituted silyloxy or an imidooxy, or represents agroup ##STR45## {wherein R⁶ and R⁷ each independently represent ahydrogen atom, lower alkyl, lower alkoxy, phenyl or benzyl or R⁶ and R⁷may form together with the carbon atom to which they bind a lowercycloalkane ring, and R⁸ and R⁹ each independently represent a hydrogenatom, a hydroxy, a lower alkyl, a lower alkenyl, a lower alkynyl, alower alkoxy, a lower alkenyloxy, lower alkynyloxy, a loweralkylcarbonyloxy, a cyano, a lower alkylsulfonyl optionally substitutedwith a halogen atom, a lower alkyl substituted with loweralkoxycarbonyl, a lower alkyl substituted with hydroxycarbonyl, a loweralkoxy substituted with lower alkoxycarbonyl, a lower alkoxy substitutedwith hydroxycarbonyl, or a phenyl, benzyl, phenyloxy, benzyloxy, andphenylcarbonyloxy, pyridyl, ##STR46## (wherein Z³ represents an oxygenatom, CH or sulfur atom, Z⁴ represents a nitrogen atom or CH, Z¹ and Z²are as defined above, and m represents an integer of 0or 1) eachoptionally substituted with a halogen atom, hydroxy, lower alkyl, loweralkoxy, lower alkyl substituted with halogen atoms, cyano, nitro, amino,mono- or dilower-alkylsubstituted amino or lower alkoxycarbonyl,##STR47## (wherein R¹⁰ and R¹¹ each represent a hydrogen atom, a loweralkyl, a lower alkoxycarbonyl, a lower alkyl substituted with loweralkoxycarbonyl, a lower alkyl substituted with hydroxycarbonyl, or aphenyl, benzyl, pyridyl or benzothiazolyl each optionally substitutedwith a halogen atom, lower alkyl, lower alkyl substituted with a halogenatom, lower alkoxy, cyano, amino or nitro)}, and salts thereof.
 2. Thecompound of claim 1 represented by the following formula (I) ##STR48##wherein n represents 0, 1, 2 or 3,R¹ and R² each independently representeither lower alkoxy, lower alkylthio or halogen atom, Y representshydroxy, mercapto, lower alkoxy, lower alkenyloxy, lower alkylthio,lower alkynyloxy, a group ##STR49## or a ##STR50##
 3. The compounds ofclaim 1 wherein W is an oxygen atom or sulfur atom.
 4. The compounds ofclaim 1 wherein W is an oxygen atom.
 5. The compounds of claim 1 whereinR¹ and R² are each independently a halogen atom, lower alkyl or loweralkoxy.
 6. The compounds of claim 1 wherein R⁵ is a hydrogen atom. 7.The compounds of claim 1 wherein A is an oxygen atom.
 8. The compoundsof claim 1 wherein A is a sulfur atom.
 9. The compounds of claim 1wherein Y is hydroxy, mercapto, lower alkoxy, lower alkenyloxy, loweralkynyloxy, lower alkylthio, a group ##STR51## or a group ##STR52##(wherein R⁸ and R⁹ are defined in the formula (I') and either of R⁸ andR⁹ represents a hydrogen atom).
 10. The compounds of claim 1 wherein Yis hydroxy, lower alkoxy, lower alkenyloxy, lower alkynyloxy, loweralkylthio, a group ##STR53##
 11. A herbicidal composition comprising aneffective amount of the compound of formula (I') set forth in claim 1,and agriculturally and horticulturally acceptable diluent(s) orcarrier(s).
 12. A method for weeding which comprises applying theherbicidal composition of claim 11 to weeds or their growth environment.